2-Anylocyclohexanediones having improved herbicidal properties

ABSTRACT

Benzoyl derivatives of the formula I ##STR1## where Z is a 5-membered or 6-membered heterocyclic, saturated or unsaturated radical containing one to three hetero atoms selected from the group consisting of oxygen, sulfur and nitrogen, 
     Q is a cyclohexane-1, 3-dione ring bonded in the 2-position and of the formula II, ##STR2## or conventional agricultural salts of the compounds I.

This application is a 371 of PCT/EP96/00593 filed Feb. 13, 1996.

The present invention relates to novel benzoyl derivatives having aherbicidal action, processes for the preparation of the benzoylderivatives, agents which contain them and the use of these derivativesor agents containing them for weed control.

Herbicidal 2-aroylcyclohexanediones are disclosed in the literature, forexample in EP 90262, EP 135191, EP 186118, EP 186119, EP 186120, EP319075, WO 9005712, JO 3052862 and JO 3120202.

However, the herbicidal properties of the known compounds and thetolerance by crops are satisfactory only to a limited extent.

It is an object of the present invention to provide novel2-aroylcyclohexanediones having improved properties.

We have found that this object is achieved by novel benzoyl derivativesof the formula I ##STR3## where L and M are each hydrogen, C₁ -C₆-alkyl, C₂ -C₆ -alkenyl, C₂ -C₆ -alkynyl or C₁ -C₄ -alkoxy, where thesegroups may be unsubstituted or substituted by one to five halogen atomsor C₁ -C₄ -alkoxy, or are each halogen, cyano, nitro, a group --(Y)_(n)--S(O)_(m) R⁷ or a group --(Y)_(n) --CO--R⁸,

Z is a 5-membered or 6-membered heterocyclic, saturated or unsaturatedradical containing one to three hetero atoms selected from the groupconsisting of oxygen, sulfur and nitrogen, which is unsubstituted orsubstituted by halogen, cyano, nitro, a group --CO--R⁸, C₁ -C₄ -alkyl,C₁ -C₄ -haloalkyl, C₃ -C₈ -cycloalkyl, C₁ -C₄ -alkoxy, C₁ -C₄-haloalkoxy, C₁ -C₄ -alkylthio, C₁ -C₄ -haloalkylthio, di-C₁ -C₄-alkylamino or unsubstituted or halogen-, cyano-, nitro-, C₁ -C₄ -alkyl-or C₁ -C₄ -haloalkyl-substitated phenyl or by an oxo group which mayalso be present in tautomeric form as a hydroxyl group, or which forms abicyclic system with a fused-on phenyl ring substituted by halogen,cyano, nitro, C₁ -C₄ -alkyl or C₁ -C₄ -haloalkyl, a fused-on carbocyclicstructure or a fused-on second heterocyclic structure which isunsubstituted or substituted by halogen, cyano, nitro, C₁ -C₄ -alkyl,di-C₁ -C₄ -alkylamino, C₁ -C₄ -alkoxy, C₁ -C₄ -haloalkoxy or C₁ -C₄-haloalkyl,

Y is O or NR⁹,

n is zero or one,

m is zero, one or two,

R⁷ is C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl oder NR⁹ R¹⁰,

R⁸ is C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl, C₁ -C₄ -alkoxy, or NR⁹ R¹⁰,

R⁹ is hydrogen or C₁ -C₄ -alkyl,

R¹⁰ is C₁ -C₄ -alkyl,

Q is a cyclohexane-1,3-dione ring bonded in the 2-position and of theformula II, ##STR4## where R¹, R², R⁴ and R⁶ are each hydrogen or C₁ -C₄-alkyl,

R⁵ is hydrogen, C₁ -C₄ -alkyl or a group --COOR¹⁰ and

R³ is hydrogen, C₁ -C₄ -alkyl or C₃ -C₆ -cycloalkyl, where these groupsmay carry from one to three of the following substituents: halogen, C₁-C₄ -alkylthio and C₁ -C₄ -alkoxy,

or

R³ is tetrahydropyran-3-yl, tetrahydropyran-4-yl ortetrahydrothiopyran-3-yl

or

R³ and R⁵ together form a bond or a three-membered to six-memberedcarbocyclic ring,

and conventional agricultural salts of the compounds I.

Benzoyl derivatives of the formula Ia ##STR5## where L is C₁ -C₆ -alkyl,C₂ -C₆ -alkenyl, C₂ -C₆ -alkynyl, C₁ -C₄ -alkoxy, C₁ -C₄ -alkylthio, C₁-C₄ -haloalkyl, C₁ -C₄ -haloalkoxy, C₁ -C₄ -haloalkylthio, C₁ -C₄-alkylsulfonyl, halogen, nitro or cyano and M is hydrogen, C₁ -C₆-alkyl, C₂ -C₆ -alkenyl, C₂ -C₆ -alkynyl, C₁ -C₄ -alkoxy, C₁ -C₄-alkylthio, C₁ -C₄ -haloalkyl, C₁ -C₄ -haloalkoxy, C₁ -C₄-haloalkylthio, C₁ -C₄ -alkylsulfonyl, halogen, nitro or cyano and Q andZ have the abovementioned meanings, are preferred.

Other preferred benzoyl derivatives are those of the formula Ib ##STR6##where L and M are each C₁ -C₆ -alkyl, C₂ -C₆ -alkenyl, C₂ -C₆ -alkynyl,C₁ -C₄ -alkoxy, C₁ -C₄ -alkylthio, C₁ -C₄ -haloalkyl, C₁ -C₄-haloalkoxy, C₁ -C₄ -haloalkylthio, C₁ -C₄ -alkylsulfonyl, halogen,nitro or cyano and Q and Z have the meanings stated in claim 1.

Compounds of the formula Ic are obtained by reacting compounds of theformula II with a benzoic acid derivative of the formula III andsubjecting the product to a rearrangement reaction to give benzoylderivatives of the formula Ic: ##STR7##

In the abovementioned formulae, T is halogen and L, M and Z have theabovementioned meanings.

The first step of the reaction sequence, the acylation, is carried outin a generally known manner, for example by adding an acyl chloride ofthe formula III (T=Cl) to a solution or suspension of acyclohexane-1,3-dione II in the presence of an auxiliary base. Thereactants and the auxiliary base are advantageously used in equimolaramounts. A small excess, for example from 1.2 to 1.5 mole equivalents,based on II, of the auxiliary base may be advantageous.

Suitable auxiliary bases are tertiary alkylamines, pyridine and alkalimetal carbonates. For example, methylene chloride, diethyl ether,toluene or ethyl acetate can be used as a solvent.

During the addition of the acyl chloride, the reaction mixture ispreferably cooled to 0-10° C., after which stirring is carried out atfrom 20 to 100° C., in particular from 25 to 50° C., until the reactionis complete. Working up is carried out in a conventional manner, forexample the reaction mixture is poured into water and the desiredproduct is extracted, for example with methylene chloride. After dryingof the organic phase and removal of the solvent, the crude enol estercan be used for the rearrangement reaction without further purification.Preparation examples for benzoyl enol esters of cyclohexan-1,3-dionesappear in, for example, EP-A 186 118 or U.S. Pat. No. 4,780,127.

The rearrangement of the enol esters to give the compounds of theformula Ic is advantageously carried out at from 20 to 40° C. in asolvent and in the presence of an auxiliary base and with the aid of acyano compound as a catalyst.

For example, acetonitrile, methylene chloride, 1,2-dichloroethane, ethylacetate or toluene can be used as solvent. The preferred solvent isacetonitrile. Suitable auxiliary bases are tertiary alkylamines,pyridine and alkali metal carbonates, which are preferably used in anequimolar amount or in a four-fold excess, based on the benzoyl enolester. A preferred auxiliary base is triethylamine in twice theequimolar amount.

Examples of suitable catalysts are potassium cyanide andacetonecyanohydrin, preferably in an amount of from 1 to 50 mol percent,based on the enol ester. Acetonecyanohydrin is preferably added, forexample in an amount of from 5 to 15, in partiuclar 10, mol percent.Examples of the cyanide-catalyzed rearrangement of enol esters ofcyclohexane-1,3-diones appear in, for example, EP-A 186 118 or U.S. Pat.No. 4,780,127.

Working up is carried out in a manner known per se. For example, thereaction mixture is acidified with dilute mineral acids, such as 5%strength hydrochloric acid or sulfuric acid, and extracted with anorganic solvent, such as methylene chloride or ethyl acetate. Forpurification, the extract is extracted with cold 5-10% strength alkalimetal carbonate solution, the end product passing over into the aqueousphase. As a result of acidification of the aqueous solution, the productof the formula Ic is precipitated or is extracted again with methylenechloride, dried and then freed from the solvent.

The 1,3-diketones of the formula II which are used as starting materialare known and can be prepared by processes known per se (cf. EP-A 71707, EP-A 142 741, EP-A 243 313, U.S. Pat. No. 4,249,937 and WO92/13821). Cyclohexane-1,3-dione and dimedon are commercial compounds.

Benzoic acid derivatives of the formula III can be prepared as follows:

Benzoyl halides, for example benzoyl chlorides of the formula III(T=Cl), are prepared in a manner known per se by reacting the benzoicacids of the formula III (T=OH) with thionyl chloride.

The benzoic acids of the formula III (T=OH) can be prepared in a knownmanner by acidic or basic hydrolysis of the corresponding esters of theformula III (T=C₁ -C₄ -alkoxy).

The intermediates of the formula III can be prepared, for exampleaccording to schemes 2 and 3, by the methods described below. ##STR8## Tis C₁ -C₄ -alkoxy, X is Cl, Br, I, --OS(O)₂ CF₃ or --OS(O)₂ F,

A¹ is Sn(C₁ -C₄ -alkyl)₃, B(OH)₂ or ZnHal, where Hal is Cl or Br, and

L, M and Z are as defined above.

The arylhalogen compounds or arylsulfonates IV can then be reacted in amanner known per se with hetaryl stannates (Stille coupling reactions),hetaryl-boron compounds (Suzuki coupling reactions) or hetaryl-zinccompounds (Negishi reaction) V (cf. for example Synthesis (1987), 51-53and Synthesis (1992), 413) in the presence of a palladium or nickeltransition metal catalyst and in the presence or absence of a base togive the novel compounds of the general formula III.

The benzoic acid derivatives of the formula III can also be obtained byreacting corresponding bromine- or iodine-substituted compounds of theformula VI ##STR9## Z¹ Z or CN T OH or C₁ -C₄ -alkoxy

where L and M have the abovementioned meanings, with carbon monoxide andwater under superatmospheric pressure in the presence of a palladium,nickel, cobalt or rhodium transition metal catalyst and of a base.

Benzoyl derivatives of the formula IIIa ##STR10## where T is chlorine,OH or C₁ -C₄ -alkoxy,

L is C₁ -C₆ -alkyl, C₂ -C₆ -alkenyl, C₂ -C₆ -alkynyl, C₁ -C₄ -alkoxy, C₁-C₄ -alkylthio, C₁ -C₄ -haloalkyl, C₁ -C₄ -haloalkoxy, C₁ -C₄-haloalkylthio, C₁ -C₄ -alkylsulfonyl, halogen, nitro or cyano,

M is C₁ -C₆ -alkyl, C₂ -C₆ -alkenyl, C₂ -C₆ -alkynyl, C₁ -C₄ -alkoxy, C₁-C₄ -alkylthio, C₁ -C₄ -haloalkyl, C₁ -C₄ -haloalkoxy, C₁ -C₄-haloalkylthio, C₁ -C₄ -alkylsulfonyl, halogen, nitro or cyano and

Z is as stated above,

are preferred for the purposes of the present invention.

Other preferred benzoyl derivatives are those of the formula IIIb##STR11## where T is chlorine, OH or C₁ -C₄ -alkoxy,

L and M are each C₁ -C₆ -alkyl, C₂ -C₆ -alkenyl, C₂ -C₆ -alkynyl, C₁ -C₄-alkoxy, C₁ -C₄ -alkylthio, C₁ -C₄ -haloalkyl, C₁ -C₄ -haloalkoxy, C₁-C₄ -haloalkylthio, C₁ -C₄ -alkylsulfonyl, halogen, nitro or cyano and

Z is as stated above.

The catalysts nickel, cobalt, rhodium and in particular palladium may bepresent in metallic form or in the form of conventional salts, such ashalogen compounds, eg. PdCl₂, RhCl₃.H₂ O, acetates, eg. Pd(OAc)₂,cyanides, etc., in the known valency states. Furthermore, metalcomplexes with tertiary phosphines, metal alkyl carbonyls, metalcarbonyls, eg. CO₂ (CO)₈ or Ni(CO)₄, metal carbonyl complexes withtertiary phosphines, eg. (PPh₃)₂ Ni(CO)₂, or transition metal saltscomplexed with tertiary phosphines may also be present. Thelast-mentioned embodiment is preferred in particular in the case ofpalladium as a catalyst. The type of phosphine ligands can be variedwithin a wide range. For example, they are of the formulae: ##STR12##where n is 1, 2, 3 or 4 and R¹¹ to R¹⁴ are each low molecular weightalkyl, for example C₁ -C₆ -alkyl, aryl or C₁ -C₄ -alkylaryl, eg. benzyl,phenethyl or aryloxy. Aryl is, for example naphthyl, anthryl andpreferably unsubstituted or substituted phenyl, and, with regard to thesubstituents, only their inertness to the carboxylation reaction isimportant; otherwise, they may be varied within a wide range andcomprise all inert C-organic radicals, such as C₁ -C₆ -alkyl, eg.methyl, carboxyl, such as COOH, COOM (M is, for example, an alkali metalor alkaline earth metal or ammonium salt) or C-organic radicals bondedvia oxygen, such as C₁ -C₆ -alkoxy.

The preparation of the phosphine complexes can be carried out in amanner known per se, for example as described in the documents cited atthe outset. For example, conventional commercially obtainable metalsalts, such as PdCl₂ or Pd(OCOCH₃)₂, are used as starting materials, andthe phosphine, eg. P(C₆ H₅)₃, P(n-C₄ H₉)₃, PCH₃ (C₆ H₅)₂ or1,2-bis(diphenylphosphino)ethane, is added.

The amount, based on the transition metal, of phosphine is usually from0 to 20, in particular from 0.1 to 10, particularly preferably from 1 to5, mol equivalents.

The amount of transition metal is not critical. For cost reasons, it isof course preferable to use a small amount, for example from 0.1 to 10,in particular from 1 to 5, mol %, based on the starting material II orIII.

For the preparation of the benzoic acids III (T=OH), the reaction iscarried out with carbon monoxide and at least equimolar amounts, basedon the starting materials VI, of water. The reactant water maysimultaneously serve as the solvent, ie. the maximum amount is notcritical.

However, depending on the type of starting materials and on thecatalysts used, it may also be advantageous to use, instead of thereactant, another inert solvent or the base used for the carboxylationas a solvent.

Suitable inert solvents for carboxylation reactions are conventionalsolvents, such as hydrocarbons, eg. toluene, xylene, hexane, pentane orcyclohexane, ethers, eg. methyl tert-butyl ether, tetrahydrofuran,dioxane or dimethoxyethane, substituted amides, such asdimethylformamide, persubstituted ureas, such as tetra-C₁ -C₄-alkylureas, or nitriles, such as benzonitrile or acetonitrile.

In a preferred embodiment of the process, one of the reactants, inparticular the base, is used in excess, so that no additional solvent isrequired.

Bases suitable for the process are all inert bases which are capable ofbinding the hydrogen iodide or hydrogen bromide liberated in thereaction. Examples of these are tertiary amines, such astert-alkylamines, for example trialkylamines, such as triethylamine,cyclic amines, such as N-methylpiperidine, N,N'-dimethylpiperazine orpyridine, alkali metal dicarbonates or tetraalkyl-substituted ureaderivatives, such as tetra-C₁ -C₄ -alkylurea, eg. tetramethylurea.

The amount of base is not critical; usually, from 1 to 10, in particularfrom 1 to 5, mol are used. When the base is simultaneously used as thesolvent, the amount is as a rule such that the reactants are dissolved;for feasibility reasons unnecessarily large excesses are avoided inorder to reduce costs, to be able to use small reaction vessels and toensure maximum contact for the reactants.

During the reaction, the carbon monoxide pressure is adjusted so thatthere is always an excess, based on VI, of CO. The carbon monoxidepressure at room temperature is preferably from 1 to 250 bar, inparticular from 5 to 150, bar.

The carbonylation is carried out as a rule at from 20 to 250° C.,preferably from 30 to 150° C., continuously or batchwise. In batchwiseoperation, carbon monoxide is advantageously forced continuously ontothe reaction mixture in order to maintain a constant pressure.

The arylhalogen compounds VI used as starting compounds are known or canbe readily prepared by suitable combination of known syntheses.

For example, the halogen compounds VI can be obtained by a Sandmeyerreaction from corresponding anilines, which in turn are synthesized byreduction of suitable nitro compounds (cf. for example for VI where Z¹=CN: Liebigs Ann. Chem. (1980), 768-778). The aryl bromides VI mayfurthermore be obtained by direct bromination of suitable startingcompounds [cf. for example Monatsh. Chem. 99 (1968), 815-822]. ##STR13##T is C₁ -C₄ -alkoxy, X is Cl, Br, I, --OS(O)₂ CF₃ or --OS(O)₂ F,

L, M and Z are as defined above,

R¹⁵ is hydrogen, C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl, C₃ -C₈ -cycloalkyl,unsubstituted or substituted phenyl or trimethylsilyl and

R¹⁶ is hydrogen, C₁ -C₄ -haloalkyl, C₃ -C₈ -cycloalkyl or unsubstitutedor substituted phenyl.

Starting from the arylhalogen compounds or aryl sulfonates IV, arylmethyl ketones IVa can be prepared in the presence of a palladium ornickel transition metal catalyst and in the presence or absence of abase by methods known from the literature, by reaction with vinyl alkylethers and subsequent hydrolysis [cf. for example Tetrahedron Lett. 32(1991), 1753-1756].

The ethynylated aromatics IVb can be prepared in a manner known per seby reacting arylhalogen compounds or aryl sulfonates IV with substitutedacetylenes in the presence of a palladium or nickel transition metalcatalyst (eg. Heterocycles 24 (1986), 31-32). Derivatives IVb where R¹⁵is H are advantageously obtained from silyl compounds IVb where R¹⁵ is--Si(CH₃)₃ [J. Org. Chem. 46 (1981), 2280-2286].

The arylalkenes IVc are obtained by a Heck reaction of arylhalogencompounds or aryl sulfonates IV with olefins in the presence of apalladium catalyst (cf. for example, Heck, Palladium Reagents in OrganicSynthesis, Academic Press, London 1985, and Synthesis 1993, 735-762).

The benzoyl derivatives IV used as starting compounds are known [cf. forexample Coll. Czech. Chem. Commn. 40 (1975), 3009-3019] or can readilybe prepared by suitable combination of known syntheses.

For example, the sulfonates IV (X=--OS(O)₂ CF₃ or --OS(O)₂ F) can beobtained from the corresponding phenols, which in turn are known (cf.for example EP 195247) or can be prepared by known methods (cf. forexample Synthesis 1993, 735-762).

The halogen compounds IV (X=Cl, Br or I) can be obtained fromcorresponding anilines, for example by Sandmeyer reaction. ##STR14## Ais S, NH or NOH T is C₁ -C₄ -alkoxy and L and M are as defined above.

Isophthalic acid derivatives IVf can be prepared from the aldehydes IVeby known processes [cf. J. March, Advanced Organic Chemistry 3rdedition, page 629 et seq., Wiley-Interscience Publication (1985)].

The oximes IVg are advantageously obtained by reacting aldehydes IVewith hydroxylamine in a manner known per se [cf. J. March, AdvancedOrganic Chemistry 3rd edition, pages 805-806, Wiley-IntersciencePublication (1985)].

The conversion of the oximes IVg into nitrites IVh can likewise becarried out by processes known per se [cf. J. March, Advanced OrganicChemistry 3rd edition, pages 931-932, Wiley-Interscience Publication(1985)].

The aldehydes IVe required as starting compounds are known or can beprepared by known methods. For example, they can be synthesizedaccording to scheme 6 from the methyl compounds VII. ##STR15##

T, M and L have the meanings stated under scheme 5. The methyl compoundsVII can be converted by generally known methods, for example withN-bromosuccinimide or 1,3-dibromo-5,5-dimethylhydantoin, into the benzylbromides VIII. The conversion of benzyl bromides into benzaldehydes IVeis likewise known from the literature [cf. Synth. Commun. 22 (1992),1967-1971].

The intermediates IVa to IVh are suitable for the synthesis ofheterocyclic intermediates III.

For example, 5-oxazolyl derivatives [cf. for example J. HeterocyclicChem. 28 (1991), 17-28] or 4-thiazolyl derivatives [cf. for exampleMetzger, Thiazoles in: The Chemistry of heterocyclic compounds, vol. 34,page 175 et seq. (1976)] can be obtained from the acetophenones IVa viathe halogenated intermediate IVd.

The acetylenes IVb and the alkenes IVc are suitable for the synthesis of4-isoxazolyl, 5-isoxazolyl, 4,5-dihydroisoxazol-4-yl and4,5-dihydroisoxazol-5-yl derivatives [cf. for example Houben-Weyl,Methoden der organischen Chemie, 4th edition, vol. X/3, page 843 et seq.(1965)].

2-Oxazolyl, 1,2,4-oxadiazol-5-yl and 1,3,4-oxadiazol-2-yl derivatives[cf. for example J. Heterocyclic Chem. 28 (1991), 17-28] or 2-pyrrolylderivatives [cf. for example Heterocycles 26 (1987), 3141-3151] can beprepared by processes known from the literature, from the benzoic acidsIVf or the acyl chlorides IVi obtainable therefrom by standard methods.

1,2,4-Triazol-3-yl derivatives can be prepared from benzonitriles IVh byknown methods [cf. for example J. Chem. Soc. (1954), 3461-3464].

The benzonitriles IVh can be converted into 1,2,4-oxadiazol-3-ylderivatives [cf. for example J. Heterocyclic Chem. 28 (1991), 17-28] or2-thiazolyl, 4,5-dihydrothiazol-2-yl or 5,6-dihydro-4H-1,3-thiazin-2-ylderivatives [cf. for example Houben-Weyl, Methoden der organischenChemie, 4th edition, vol. E5, page 1268 et seq. (1985)] by theintermediate stage of the thioamides, amide-oximes or amidines IVm. Byprocesses known from the literature, thioamides IVm (A=S) canfurthermore be converted into 1,2,4-thiadiazol-5-yl derivatives [cf. forexample J. Org. Chem. 45 (1980), 3750-3753] or 1,3,4-thiadiazol-2-ylderivatives [cf. for example J. Chem. Soc., Perkin Trans. I (1982),1987-1991].

The conversion of oximes IVg into 3-isoxazolyl derivatives can becarried out in a manner known per se via the hydroxamyl chlorideintermediates IVk [cf. for example Houben-Weyl, Methoden der organischenChemie, 4th edition, vol. X/3, page 843 et seq. (1965)].

In view of the intended use of the benzoyl derivatives of the generalformula I, the radicals below are suitable substituents:

L and M are each hydrogen,

C₁ -C₆ -alkyl such as methyl, ethyl, propyl, 1-methylethyl, butyl,1-methylpropyl, 2-methylpropyl, 1,1-dimethylethyl, pentyl,1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 1,1-dimethylpropyl,1,2-dimethylpropyl, 2,2-dimethylpropyl, 1-ethylpropyl, hexyl,1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl,1,1-dimethylbutyl, 1,2-dimethylbutyl, 1,3-dimethylbutyl,2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl,1,1,2-trimethylpropyl, 1,2,2-trimethylpropyl, 1-ethyl-1-methylpropyl or1-ethyl-2-methyl-propyl,

in particular methyl, ethyl, 1-methylethyl, 1-methylpropyl,2-methylpropyl, 1,1-dimethylethyl or 1,1-dimethylpropyl;

C₂ -C₆ -alkenyl such as 2-propenyl, 2-butenyl, 3-butenyl,1-methyl-2-propenyl, 2-methyl-2-propenyl, 2-pentenyl, 3-pentenyl,4-pentenyl, 3-methyl-2-butenyl, 1-methyl-2-butenyl, 2-methyl-2-butenyl,1-methyl-3-butenyl, 2-methyl-4-butenyl, 3-methyl-3-butenyl,1,1-dimethyl-2-propenyl, 1,2-dimethyl-2-propenyl, 1-ethyl-2-propenyl,2-hexenyl, 3-hexenyl, 4-hexenyl, 5-hexenyl, 1-methyl-2-pentenyl,2-methyl-2-pentenyl, 3-methyl-2-pentenyl, 4-methyl-2-pentenyl,1-methyl-3-pentenyl, (2-methyl-3-pentenyl, 3-methyl-3-pentenyl,4-methyl-3-pentenyl, 1-methyl-4-pentenyl, 2-methyl-4-pentenyl,3-methyl-4-pentenyl, 4-methyl-4-pentenyl, 1,1-dimethyl-2-butenyl,1,1-dimethyl-3-butenyl, 1,2-dimethyl-2-butenyl, 1,3-dimethyl-3-butenyl,2,2-dimethyl-3-butenyl, 2,3-dimethyl-2-butenyl, 2,3-dimethyl-3-butenyl,1-ethyl-2-butenyl, 1-ethyl-3-butenyl, 2-ethyl-2-butenyl,2-ethyl-3-butenyl, 1,1,2-trimethyl-2-propenyl,1-ethyl-1-methyl-2-propenyl or ethyl-2-methyl-2-propenyl,

in particular 1-methyl-2-propenyl, 1-methyl-2-butenyl,1,1-dimethyl-2-propenyl or 1,1-dimethyl-2-butenyl;

C₂ -C₆ -alkynyl such as propargyl, 2-butynyl, 3-butenyl, 2-pentynyl,3-pentynyl, 4-pentynyl, 1-methyl-3-butynyl, 2-methyl-3-butynyl,1-methyl-2-butynyl, 1,1-dimethyl-2-propynyl, 1-ethyl-2-propynyl,2-hexynyl, 3-hexynyl, 4-hexynyl, 5-hexynyl, 1-methyl-2-pentynyl,1-methyl-3-pentynyl, 1-methyl-4-pentynyl, 3-methyl-4-pentynyl,4-methyl-2-pentynyl, 1,1-dimethyl-2-butynyl, 1,1-dimethyl-3-butynyl,1,2-dimethyl-3-butynyl, 2,2-dimethyl-3-butynyl, 1-ethyl-2-butynyl,1-ethyl-3-butynyl, 2-ethyl-3-butynyl or 1-ethyl-1-methyl-2-propynyl;

C₁ -C₄ -alkoxy such as methoxy, ethoxy, n-propoxy, 1-methylethoxy,n-butoxy, 1-methylpropoxy, 2-methylpropoxy or 1,1-dimethylethoxy,

in particular C₁ -C₃ -alkoxy such as methoxy, ethoxy or isopropoxy,where these groups may be unsubstituted or substituted by one to fivehalogen atoms, such as fluorine, chlorine, bromine or iodine, preferablyfluorine or chlorine, or C₁ -C₄ -alkoxy as stated above.

The group --(Y)_(n) --S(O)_(m) R⁷ defined above is, for example,

C₁ -C₄ -alkylthio such as methylthio, ethylthio, n-propylthio,1-methylethylthio, n-butylthio, 1-methylpropylthio, 2-methylpropylthioor 1,1-dimethylethylthio, in particular methylthio;

C₁ -C₄ -alkylsulfinyl, such as methylsulfinyl, ethylsulfinyl,n-propylsulfinyl, 1-methylethylsulfinyl, n-butylsulfinyl,1-methylpropylsulfinyl, 2-methylpropylsulfinyl or1,1-dimethylethylsulfinyl, in particular methylsulfinyl;

C₁ -C₄ -alkylsulfonyl such as methylsulfonyl, ethylsulfonyl,n-propylsulfonyl, 1-methylethylsulfonyl, n-butylsulfonyl,1-methylpropylsulfonyl, 2-methylpropylsulfonyl or1,1-dimethylethylsulfonyl, in particular methylsulfonyl;

C₁ -C₄ -alkoxysulfonyl such as methoxysulfonyl, ethoxysulfonyl,n-propoxysulfonyl, 1-methylethoxysulfonyl, n-butoxysulfonyl,1-methylpropoxysulfonyl, 2-methylpropoxysulfonyl or1,1-dimethylethoxysulfonyl, in particular methoxysulfonyl;

N-C₁ -C₄ -alkylsulfamoyl such as N-methylsulfamoyl, N-ethylsulfamoyl,N-n-propylsulfamoyl, N-1-methylethylsulfamoyl, N-n-butylsulfamoyl,N-1-methylpropylsulfamoyl, N-2-methylpropylsulfamoyl orN-1,1-dimethylethylsulfamoyl, in particular N-methylsulfamoyl;

N-C₁ -C₄ -alkylsulfinamoyl such as N-methylsulfinamoyl,N-ethylsulfinamoyl, N-n-propylsulfinamoyl, N-1-methylethylsulfinamoyl,N-n-butylsulfinamoyl, N-1-methylpropylsulfinamoyl,N-2-methylpropylsulfinamoyl or N-1,1-dimethylethylsulfinamoyl, inparticular N-methylsulfinamoyl;

Di-C₁ -C₄ -alkylsulfamoyl such as dimethylsulfamoyl, diethylsulfamoyl,dipropylsulfamoyl, dibutylsulfamoyl, N-methyl-N-ethylsulfamoyl,N-methyl-N-propylsulfamoyl, N-methyl-N-1-methylethylsulfamoyl,N-methyl-N-1,1-dimethylethylsulfamoyl, di-1-methylethylsulfamoyl,N-ethyl-N-1-methylethylsulfamoyl or N-ethyl-N-1,1-dimethylethylsulfamoyl; in particular dimethylsulfamoyl;

di-C₁ -C₄ -alkylsulfinamoyl, such as dimethylsulfinamoyl,diethylsulfinamoyl, dipropylsulfinamoyl, dibutylsulfinamoyl,N-methyl-N-ethylsulfinamoyl, N-methyl-N-propylsulfinamoyl,N-methyl-N-1-methylethylsulfinamoyl,N-methyl-N-1,1-dimethylethylsulfinamoyl, di-1-methylethylsulfinamoyl,N-ethyl-N-1-methylethylsulfinamoyl or N-ethyl-N-1,1-dimethylethylsulfinamoyl; in particular dimethylsulfinamoyl;

C₁ -C₄ -alkylsulfinyloxy, such as methylsulfinyloxy, ethylsulfinyloxy,n-propylsulfinyloxy, 1-methylethylsulfinyloxy, n-butylsulfinyloxy,1-methylpropylsulfinyloxy, 2-methylpropylsulfinyloxy or1,1-dimethylethylsulfinyloxy, in particular methylsulfinyloxy;

C₁ -C₄ -alkylsulfonyloxy, such as methylsulfonyloxy, ethylsulfonyloxy,n-propylsulfonyloxy, 1-methylethylsulfonyloxy, n-butylsulfonyloxy,1-methylpropylsulfonyloxy, 2-methylpropylsulfonyloxy or1,1-dimethylethylsulfonyloxy, in particular methylsulfonyloxy;

C₁ -C₄ -alkylsulfinylamino, such as methylsulfinylamino,ethylsulfinylamino, n-propylsulfinylamino, 1-methylethylsulfinylamino,n-butylsulfinylamino, 1-methylpropylsulfinylamino,2-methylpropylsulfinylamino or 1,1-dimethylethylsulfinylamino, inparticular methylsulfinylamino;

C₁ -C₄ -alkylsulfonylamino, such as methylsulfonylamino,ethylsulfonylamino, n-propylsulfonylamino, 1-methylethylsulfonylamino,n-butylsulfonylamino, 1-methylpropylsulfonylamino,2-methylpropylsulfonylamino or 1,1-dimethylethylsulfonylamino, inparticular methylsulfonylamino;

N-C₁ -C₄ -alkylsulfinyl-N-methylamino, such asN-methylsulfinyl-N-methylamino, N-ethylsulfinyl-N-methylamino,N-n-propylsulfinyl-N-methylamino, N-1-methylethylsulfinyl-N-methylamino,N-n-butylsulfinyl-N-methylamino, N-1-methylpropylsulfinyl-N-methylamino,N-2-methylpropylsulfinyl-N-methylamino orN-1,1-dimethylethylsulfinyl-N-methylamino, in particularN-methylsulfinyl-N-methylamino; N-C₁ -C₄ -alkylsulfinyl-N-ethylamino,such as N-methylsulfinyl-N-ethylamino, N-ethylsulfinyl-N-ethylamino,N-n-propylsulfinyl-N-ethylamino, N-1-methylethylsulfinyl-N-ethylamino,N-n-butylsulfinyl-N-ethylamino, N-1-methylpropylsulfinyl-N-ethylamino,N-2-methylpropylsulfinyl-N-ethylamino orN-1,1-dimethylethylsulfinyl-N-ethylamino, in particularN-methylsulfinyl-N-ethylamino;

N-C₁ -C₄ -alkylsulfonyl-N-methylamino, such asN-methylsulfonyl-N-methylamino, N-ethylsulfonyl-N-methylamino,N-n-propylsulfonyl-N-methylamino, N-1-methylethylsulfonyl-N-methylamino,N-n-butylsulfonyl-N-methylamino,(N-1-methylpropylsulfonyl-N-methylamino,N-2-methylpropylsulfonyl-N-methylamino orN-1,1-dimethylethylsulfonyl-N-methylamino, in particularN-methylsulfonyl-N-methylamino;

N-C₁ -C₄ -alkylsulfonyl-N-ethylamino, such asN-methylsulfonyl-N-ethylamino, N-ethylsulfonyl-N-ethylamino,N-n-propylsulfonyl-N-ethylamino, N-1-methylethylsulfonyl-N-ethylamino,N-n-butylsulfonyl-N-ethylamino, N-1-methylpropylsulfonyl-N-ethylamino,N-2-methylpropylsulfonyl-N-ethylamino orN-1,1-dimethylethylsulfonyl-N-ethylamino, in particularN-methylsulfonyl-N-ethylamino;

C₁ -C₄ -haloalkylthio, such as chloromethylthio, dichloromethylthio,trichloromethylthio, fluoromethylthio, difluoromethylthio,trifluoromethylthio, chlorofluoromethylthio, chlorodifluoromethylthio,1-fluoroethylthio, 2-fluoroethylthio, 2,2-difluoroethylthio,2,2,2-trifluoroethylthio, 2-chloro-2,2-difluoroethylthio,2,2-dichloro-2-fluoroethylthio, 2,2,2-trichloroethylthio orpentafluoroethylthio, in particular trifluoromethylthio.

The group --(Y)_(n) --CO--R⁸ defined above is, for example,

C₁ -C₄ -alkylcarbonyl, such as methylcarbonyl, ethylcarbonyl,n-propylcarbonyl, 1-methylethylcarbonyl, n-butylcarbonyl,1-methylpropylcarbonyl, 2-methylpropylcarbonyl or1,1-dimethylethylcarbonyl, in particular methylcarbonyl;

C₁ -C₄ -alkoxycarbonyl, such as methoxycarbonyl, ethoxycarbonyl,n-propoxycarbonyl, 1-methylethoxycarbonyl, n-butoxycarbonyl,1-methylpropoxycarbonyl, 2-methylpropoxycarbonyl or1,1-dimethylethoxycarbonyl, in particular methoxycarbonyl;

N-C₁ -C₄ -alkylcarbamoyl, such as N-methylcarbamoyl, N-ethylcarbamoyl,N-n-propylcarbamoyl, N-1-methylethylcarbamoyl, N-n-butylcarbamoyl,N-1-methylpropylcarbamoyl, N-2-methylpropylcarbamoyl orN-1,1-dimethylethylcarbamoyl, in particular N-methylcarbamoyl;

Di-C₁ -C₄ -alkylcarbamoyl, such as dimethylcarbamoyl, diethylcarbamoyl,dipropylcarbamoyl, dibutylcarbamoyl, N-methyl-N-ethylcarbamoyl,N-methyl-N-propylcarbamoyl, N-methyl-N-1-methylethylcarbamoyl,N-methyl-N-1,1-dimethylethylcarbamoyl, di-1-methylethylcarbamoyl,N-ethyl-N-1-methylethylcarbamoyl or N-ethyl-N-1,1-dimethylethylcarbamoyl; in particular dimethylcarbamoyl;

C₁ -C₄ -alkylcarbonyloxy, such as methylcarbonyloxy, ethylcarbonyloxy,n-propylcarbonyloxy, 1-methylethylcarbonyloxy, n-butylcarbonyloxy,1-methylpropylcarbonyloxy, 2-methylpropylcarbonyloxy or1,1-dimethylethylcarbonyloxy, in particular methylcarbonyloxy;

C₁ -C₄ -alkylcarbonylamino, such as methylcarbonylamino,ethylcarbonylamino, n-propylcarbonylamino, 1-methylethylcarbonylamino,n-butylcarbonylamino, 1-methylpropylcarbonylamino,2-methylpropylcarbonylamino or 1,1-dimethylethylcarbonylamino, inparticular methylcarbonylamino;

N-C₁ -C₄ -alkylcarbonyl-N-methylamino, such asN-methylcarbonyl-N-methylamino, N-ethylcarbonyl-N-methylamino,N-n-propylcarbonyl-N-methylamino, N-1-methylethylcarbonyl-N-methylamino,N-n-butylcarbonyl-N-methylamino, N-1-methylpropylcarbonyl-N-methylamino,N-2-methylpropylcarbonyl-N-methylamino orN-1,1-dimethylethylcarbonyl-N-methylamino, in particularN-methylcarbonyl-N-methylamino.

Z is, for example:

a 5-membered or 6-membered heterocyclic, saturated or unsaturatedradical containing from one to three hetero atoms selected from thegroup consisting of oxygen, sulfur and nitrogen, for example aheteroaromatic having a 5-membered ring, such as 2-furyl, 3-furyl,2-thienyl, 3-thienyl, 2-pyrrolyl, 3-pyrrolyl, 3-isoxazolyl,4-isoxazolyl, 5-isoxazolyl, 3-isothiazolyl, 4-isothiazolyl,5-isothiazolyl, 3-pyrazolyl, 4-pyrazolyl, 5-pyrazolyl, 2-oxazolyl,4-oxazolyl, 5-oxazolyl, 2-thiazolyl, 4-thiazolyl, 5-thiazolyl,2-imidazolyl, 4-imidazolyl, 1,2,4-oxadiazol-3-yl, 1,2,4-oxadiazol-5-yl,1,3,4-oxadiazol-2-yl, 1,2,3-oxadiazol-4-yl, 1,2,3-oxadiazol-5-yl,1,2,5-oxadiazol-3-yl, 1,2,4-thiadiazol-3-yl, 1,2,4-thiadiazol-5-yl,1,3,4-thiadiazol-2-yl, 1,2,3-thiadiazol-4-yl, 1,2,3-thiadiazol-5-yl,1,2,5-thiadiazol-3-yl, 1,2,4-triazol-3-yl, 1,3,4-triazol-2-yl,1,2,3-triazol-4-yl, 1,2,3-triazol-5-yl, 1,2,4-triazol-5-yl ortetrazol-5-yl, in particular 2-thiazolyl or 3-isoxazolyl;

a heteroaromatic having a six-membered ring, such as 2-pyridyl,3-pyridyl, 4-pyridyl, 3-pyridazinyl, 4-pyridazinyl, 2-pyrimidinyl,4-pyrimidinyl, 5-pyrimidinyl, 2-pyrazinyl, 1,3,5-triazin-2-yl,1,2,4-triazin-5-yl, 1,2,4-triazin-3-yl, 1,2,4-triazin-6-yl or1,2,4,5-tetrazin-3-yl;

5-membered or 6-membered, saturated or partially unsaturatedheterocycles containing from one to three nitrogen atoms and/or one ortwo oxygen or sulfur atoms, such as 2-tetrahydrofuranyl,3-tetrahydrofuranyl, 2-tetrahydrothienyl, 3-tetrahydrothienyl,tetrahydrothiopyran-2-yl, tetrahydrothiopyran-3-yl,tetrahydrothiopyran-4-yl, 1,3-dithiolan-2-yl, 1,3-dithiolan-4-yl,1-3-dithian-2-yl, 1,3-dithian-4-yl, 5,6-dihydro-4H-1,3-thiazin-2-yl,1,3-oxathiolan-2-yl, 1,3-oxathian-2-yl, 1-pyrrolidinyl, 2-pyrrolidinyl,3-pyrrolidinyl, 3-isoxazolidinyl, 4-isoxazolidinyl, 5-isoxazolidinyl,3-isothiazolidinyl, 4-isothiazolidinyl, 5-isothiazolidinyl,3-pyrazolidinyl, 4-pyrazolidinyl, 5-pyrazolidinyl, 2-oxazolidinyl,4-oxazolidinyl, 5-oxazolidinyl, 2-thiazolidinyl, 4-thiazolidinyl,5-thiazolidinyl, 2-imidazolidinyl, 4-imidazolidinyl,1,2,4-oxadiazolidin-3-yl, 1,2,4-oxadiazolidin-5-yl,1,2,4-thiadiazolidin-3-yl, 1,2,4-thiadiazolidin-5-yl,1,3,4-oxadiazolidin-2-yl, 1,3,4-thiadiazolidin-2-yl,1,3,4-triazolidin-2-yl, 2,3-dihydrofur-2-yl, 2,3-dihydrofur-3-yl,2,4-dihydrofur-2-yl, 2,4-dihydrofur-3-yl, 2,3-dihydrothien-2-yl,2,3-dihydrothien-3-yl, 2,4-dihydrothien-2-yl, 2,4-dihydrothien-3-yl,2,3-pyrrolin-2-yl, 2,3-pyrrolin-3-yl, 2,4-pyrrolin-2-yl,2,4-pyrrolin-3-yl, 2,3-isoxazolin-3-yl, 3,4-isoxazolin-3-yl,4,5-isoxazolin-3-yl, 2,3-isoxazolin-4-yl, 3,4-isoxazolin-4-yl,4,5-isoxazolin-4-yl, 2,3-isoxazolin-5-yl, 3,4-isoxazolin-5-yl,4,5-isoxazolin-5-yl, 2,3-isothiazolin-3-yl, 3,4-isothiazolin-3-yl,4,5-isothiazolin-3-yl, 2,3-isothiazolin-4-yl, 3,4-isothiazolin-4-yl,4,5-isothiazolin-4-yl, 2,3-isothiazolin-5-yl, 3,4-isothiazolin-5-yl,4,5-isothiazolin-5-yl, 2,3-dihydropyrazol-1-yl, 2,3-dihydropyrazol-2-yl,2,3-dihydropyrazol-3-yl, 2,3-dihydropyrazol-4-yl,2,3-dihydropyrazol-5-yl, 3,4-dihydropyrazol-1-yl,3,4-dihydropyrazol-3-yl, 3,4-dihydropyrazol-4-yl,3,4-dihydropyrazol-5-yl, 4,5-dihydropyrazol-1-yl,4,5-dihydropyrazol-3-yl, 4,5-dihydropyrazol-4-yl,4,5-dihydropyrazol-5-yl, 2,3-dihydrooxazol-2-yl, 2,3-dihydrooxazol-3-yl,2,3-dihydrooxazol-4-yl, 2,3-dihydrooxazol-5-yl, 4,5-dihydrooxazol-2-yl,4,5-dihydrooxazol-4-yl, 4,5-dihydrooxazol-5-yl, 1,3-dioxolan-2-yl,1,3-dioxolan-4-yl, 1,3-dioxan-5-yl, 1,4-dioxan-2-yl, 2-piperidinyl,3-piperidinyl, 4-piperidinyl, 3-tetrahydropyridazinyl,4-tetrahydropyridazinyl, 2-tetrahydropyrimidinyl,4-tetrahydropyrimidinyl, 5-tetrahydropyrimidinyl, 2-tetrahydropyrazinyl,1,3,5-tetrahydrotriazin-2-yl or 1,2,4-tetrahydrotriazin-3-yl, inparticular 2-tetrahydrofuranyl, 1,3-dioxolan-2-yl or 1,3-dioxan-2-yl,

which is unsubstituted or substituted by

halogen as stated above, in particular fluorine or chlorine, cyano,nitro,

a group --COR⁸, for example alkylcarbonyl as stated above,alkoxycarbonyl as stated above, N-alkylcarbamoyl as stated above,(dialkylcarbamoyl as stated above;

C₁ -C₄ -alkyl as stated above,

C₁ -C₄ -haloalkyl, for example chloromethyl, difluoromethyl,dichloromethyl, trifluoromethyl, trichloromethyl, chlorodifluoromethyl,1-fluoroethyl, 2-fluoroethyl, 2,2-difluoroethyl,1,1,2,2-tetrafluoroethyl, 2,2,2-trifluoroethyl,2-chloro-1,1,2-trifluoroethyl, pentafluoroethyl, decafluorobutyl or1,1-bistrifluoromethyl-2,2,2-trifluoroethyl, preferably difluoromethyl,trifluoromethyl, trichloromethyl or chlorodifluoromethyl;

C₃ -C₈ -cycloalkyl, for example cyclopropyl, cyclobutyl, cyclopentyl,cyclohexyl, cycloheptyl or cyclooctyl, in particular cyclopropyl orcyclohexyl;

C₁ -C₄ -alkoxy as stated above,

C₁ -C₄ -haloalkoxy, for example chloromethoxy, dichloromethoxy,trichloromethoxy, fluoromethoxy, difluoromethoxy, trifluoromethoxy,chlorodifluoromethoxy, dichlorofluoromethoxy, 1-fluoromethoxy,2-fluoroethoxy, 2,2-difluoroethoxy, 1,1,2,2-tetrafluoroethoxy,2,2,2-trifluoroethoxy, 2-chloro-1,1,2-trifluoroethoxy orpentafluoroethoxy, in particular C₁ -C₃ -haloalkoxy, such as2,2,2-trifluoroethoxy or 2-chloro-2,2-difluoroethoxy;

C₁ -C₄ -alkylthio as stated above,

C₁ -C₄ -haloalkylthio as stated above,

di-C₁ -C₄ -alkylamino, for example dimethylamino, diethylamino,dipropylamino, dibutylamino, N-methyl-N-ethylamino,N-methyl-N-propylamino, N-methyl-N-1-methylethylamino,N-methyl-N-1,1-dimethylethylamino, di-1-methylethylamino,N-ethyl-N-1-methylethylamino or N-ethyl-N-1,1-dimethylethylamino;

unsubstituted or substituted phenyl

or an oxo group which may also be present in tautomeric form as ahydroxyl group, for example thiazolin-4,5-dion-2-yl,3-oxo-3H-1,2,4-dithiazolyl or 2-oxo-2H-1,3,4-dithiazolyl.

Benzofused heteroaromatics having a 5-membered or 6-membered ring are,for example, benzofuranyl, benzothienyl, indolyl, benzoxazolyl,benzisoxazolyl, benzthiazolyl, benzisothiazolyl, benzpyrazolyl,indazolyl, 1,2,3-benzothiadiazolyl, 2,1,3-benzothiadiazolyl,benzotriazolyl, benzofuroxanyl, quinolyl, isoquinolyl, cinnolyl,quinazolyl, quinoxalyl or phthalazyl. Examples of particularly preferredcompounds of the general formula I are listed in Tables 1 to 5 below.

                                      TABLE 1                                     __________________________________________________________________________    Compounds of the structure Id                                                                                        Id                                                                              #STR16##                             No. R.sup.3                                                                          R.sup.4                                                                          R.sup.5                                                                         L     M    z                                                      __________________________________________________________________________    1.12                                                                              H  H  H  SO.sub.2 CH.sub.3                                                                  Cl   2-Thienyl                                                1.13     H   H   H   SO.sub.2 CH.sub.3         Cl            3-Thienyl                              1.14     H   H   H   SO.sub.2 CH.sub.3         Cl                                       2-Furyl                                       1.15     H   H   H   SO.sub.2 CH.sub.3         Cl            3-Furyl                                1.16     H   H   H   SO.sub.2 CH.sub.3         Cl                                       3-Methyl-isoxazol-5-yl                        1.17     H   H   H   SO.sub.2 CH.sub.3         Cl            5-Thiazolyl      1.18     H   H   H   SO.sub.2 CH.sub.3         Cl            4-Thiazolyl      1.19     H   H   H   SO.sub.2 CH.sub.3         Cl            2-Thiazolyl      1.20     H   H   H   SO.sub.2 CH.sub.3         Cl            3-Methyl-is                           othiazol-5-yl                                            1.21     H   H   H   SO.sub.2 CH.sub.3         Cl            3-Isoxazoly                           l                                                        1.22     H   H   H   SO.sub.2 CH.sub.3         Cl            5-Phenyl-th                           iazol-2-yl                                               1.23     H   H   H   SO.sub.2 CH.sub.3         Cl            2-Pyridyl                              1.24     H   H   H   SO.sub.2 CH.sub.3         Cl                                       3-Pyridyl                                     1.25     H   H   H       SO.sub.2 CH.sub.3      Cl            4-Pyridyl       1.26     H   H   H       SO.sub.2 CH.sub.3      Cl            1-Methyl-2                           -pyrrolyl                                                1.27     H   H   H       SO.sub.2 CH.sub.3      Cl            1-Methyl-1                           ,2,4-triazol-5-yl                                        1.28     H   H   H       SO.sub.2 CH.sub.3      Cl            2-Benzthia                           zolyl                                                    1.29     H   H   H       SO.sub.2 CH.sub.3      Cl            2-Quinolyl      1.30     H   H   H       SO.sub.2 CH.sub.3  Cl            1-Methylbenzim                           idazol-2-yl                                              1.31     H   H   H       SO.sub.2 CH.sub.3  Cl            2-Oxazolyl                                1.32     H   H   H       SO.sub.2 CH.sub.3   Cl                                       1-Phenyl-pyrazol-5-yl                           1.33     H   H   H       SO.sub.2 CH.sub.3  Cl            1-Methyl-pyraz                           ol-3-yl                                                  1.34     H   H   H       SO.sub.2 CH.sub.3  Cl            1-Methyl-pyraz                           ol-5-yl                                                  1.35     H   H   H       SO.sub.2 CH.sub.3  Cl            1,3-Dimethylpy                           razol-3-yl                                               1.36     H   H   H       SO.sub.2 CH.sub.3  Cl            1-Phenyl-pyraz                           ol-3-yl                                                  1.37     H   H   H       SO.sub.2 CH.sub.3  Cl            1,4-Dimethylpy                           razol-5-yl                                               1.38     H   H   H       SO.sub.2 CH.sub.3  Cl            1,3-Dimethylpy                           razol-4-yl                                               1.39     H   H   H       SO.sub.2 CH.sub.3 Cl            1,5-Dimethylpyr                           azol-4-yl                                                1.40     H   H   H       SO.sub.2 CH.sub.3  Cl            1-Methyl-pyraz                           ol-4-yl                                                  1.41     H   H   H       SO.sub.2 CH.sub.3  Cl            1,3-Dimethylpy                           razol-5-yl                                               1.42     H   H   H       SO.sub.2 CH.sub.3  Cl            4-Methyl-oxazo                           l-2-yl                                                   1.43     H   H   H       SO.sub.2 CH.sub.3  Cl            5-Methylthio-t                           hiazol-2-yl                                              1.44     H   H   H       SO.sub.2 CH.sub.3  Cl            4-Methoxy-1-me                           thylpyrazol-5-yl                                         1.45     H   H   H       SO.sub.2 CH.sub.3  Cl            3-Cyclopropyli                           soxazol-5-yl                                             1.46   H   H   H   SO.sub.2 CH.sub.3       Cl           3-Isopropylisoxa                           zol-5-yl                                                 1.47   H   H   H   SO.sub.2 CH.sub.3       Cl           (3-Methyl-phenyl                           )-thiazol-2-yl                                           1.48   H   H   H   SO.sub.2 CH.sub.3       Cl           5-Methyl-thiazol                           -2-yl                                                    1.49   H   H   H   SO.sub.2 CH.sub.3       Cl           4-Bromo-2-thieny                           l                                                        1.50   H   H   H   SO.sub.2 CH.sub.3       Cl           5-Methyl-2-thien                           yl                                                       1.51   H   H   H   SO.sub.2 CH.sub.3       Cl           4-Methyl-2-thien                           yl                                                       1.52   H   H   H   SO.sub.2 CH.sub.3       Cl           4-Methyl-thiazol                           -2-yl                                                    1.53   H   H   H   SO.sub.2 CH.sub.3       Cl           4-Chloro-thiazol                           -2-yl                                                    1.54   H   H   H   SO.sub.2 CH.sub.3       Cl           4,5-Dimethylthia                           zol-2-yl                                                 1.55   H   H   H   SO.sub.2 CH.sub.3       Cl           4-Phenyl-thiazol                           -2-yl                                                    1.56   H   H   H   SO.sub.2 CH.sub.3       Cl           2-Methoxy-thiazo                           l-5-yl                                                   1.57   H   H   H   SO.sub.2 CH.sub.3       Cl           4-Methyl-2-pyrid                           yl                                                       1.58   H   H   H   SO.sub.2 CH.sub.3       Cl           6-(2-Methoxyethy                           l)-2-pyridyl                                             1.59   H   H   H   SO.sub.2 CH.sub.3       Cl           6-Methylthio-2-p                           yridyl                                                   1.60   H   H   H   SO.sub.2 CH.sub.3       Cl           6-Methoxy-3-pyri                           dyl                                                      1.61   H   H   H   SO.sub.2 CH.sub.3       Cl           6-Methoxy-2-pyri                           dyl                                                      1.62   H   H   H   SO.sub.2 CH.sub.3       Cl           6-Methyl-2-pyrid                           yl                                                       1.63   H   H   H   SO.sub.2 CH.sub.3       Cl           6-(2,2,2-Trifluo                           roethoxy)-2-pyridyl                                      1.64   H   H   H   SO.sub.2 CH.sub.3       Cl           6-(2,2,2-Trifluo                           roethoxy)-3-pyridyl                                      1.65   H   H   H   SO.sub.2 CH.sub.3       Cl           5-Pyrimidinyl                               1.66   H   H   H   SO.sub.2 CH.sub.3       Cl                                      6-Dimethylamino-3-pyridyl                          1.67     H  H   H   SO.sub.2 CH.sub.3       Cl           1,2,4-Thiadiazo                           l-5-yl                                                   1.68     H  H   H   SO.sub.2 CH.sub.3       Cl           3-Ethoxycarbony                           l-1-methyl-pyrazol-5-yl                                  1.69     H  H   H   SO.sub.2 CH.sub.3       Cl           2-Methylthio-py                           rimidin-5-yl                                             1.70     H  H   H   SO.sub.2 CH.sub.3       Cl           2-Pyrimidinyl                              1.71     H  H   H   SO.sub.2 CH.sub.3       Cl                                      2-Methylthio-pyrimidin-4-yl                       1.72     H  H   H   SO.sub.2 CH.sub.3       Cl           5-Methylthio-1,                           3,4-thiadiazol-2-yl                                      1.73     H  H   H   SO.sub.2 CH.sub.3       Cl           5-Methoxy-1,3,4                           -thiadiazol-2-yl                                         1.74     H  H   H   SO.sub.2 CH.sub.3       Cl           4,5-Dihydro-thi                           azol-2-yl                                                1.75     H  H   H   SO.sub.2 CH.sub.3       Cl           5-Methyl-oxazol                           -2-yl                                                    1.76     H  H   H   SO.sub.2 CH.sub.3       Cl           5-Phenyl-oxazol                           -2-yl                                                    1.77     H  H   H   SO.sub.2 CH.sub.3       Cl           2-Methyl-oxazol                           -5-yl                                                    1.78     H  H   H   SO.sub.2 CH.sub.3       Cl           2-Phenyl-oxazol                           -5-yl                                                    1.79     H  H   H   SO.sub.2 CH.sub.3       Cl           2-Methyl-1,3,4-                           oxadiazol-5-yl                                           1.80     H  H   H   SO.sub.2 CH.sub.3       Cl           2-Phenyl-1,3,4-                           oxadiazol-5-yl                                           1.81     H  H   H   SO.sub.2 CH.sub.3       Cl           5-Trifluorometh                           yl-1,2,4-oxadiazol-3-yl                                  1.82     H  H   H   SO.sub.2 CH.sub.3       Cl           5-Methyl-1,2,4-                           oxadiazol-3-yl                                           1.83     H  H   H   SO.sub.2 CH.sub.3       Cl           5-Phenyl-1,2,4-                           oxadiazol-3-yl                                           1.84     H  H   H   SO.sub.2 CH.sub.3       Cl           5-Phenyl-isoxaz                           ol-3-yl                                                  1.85     H  H   H   SO.sub.2 CH.sub.3       Cl           1-(4-Chlorophen                           yl)-1,2,4-triazol-2-yl                                   1.86     H  H   H   SO.sub.2 CH.sub.3       Cl           5-Cyano-4,5-dih                           ydro-isoxazol-3-yl                                       1.87     H  H    H  SO.sub.2 CH.sub.3       Cl                5,6-Dihydr                           o-4H-1,3-thiazin-2-yl                                    1.88    H    H   H    SO.sub.2 CH.sub.3        Cl            1,3-Dithiol                           an-2-yl                                                  1.89    H    H   H    SO.sub.2 CH.sub.3        Cl            1,3-Dioxola                           n-2-yl                                                   1.90    H    H   H    SO.sub.2 CH.sub.3        Cl            1,3-Dithian                           -2-yl                                                    1.91    H    H   H    SO.sub.2 CH.sub.3        Cl            1,3-Dioxan-                           2-yl                                                     1.92    H    H   H    SO.sub.2 CH.sub.3        Cl            1,3-Oxathio                           lan-2-yl                                                 1.93    H    H   H    SO.sub.2 CH.sub.3        Cl            1,2,4-Triaz                           ol-1-yl                                                  1.94    H    H   H    SO.sub.2 CH.sub.3        Cl            3-Methyl-1,                           2,4-thiadiazol-5-yl                                      1.95    H    H   H    SO.sub.2 CH.sub.3        Cl            1,2,4-Thiad                           iazol-5-yl                                               1.96    H    H   H    SO.sub.2 CH.sub.3        Cl            Thiazoline-                           4,5-dion-2-yl                                            1.97    H    H   H    SO.sub.2 CH.sub.3        Cl            3-Oxo-3-H-1                           ,2,4-dithiazol-5-yl                                      1.98    H    H   H    SO.sub.2 CH.sub.3        Cl            2-Oxo-2-H-1                           ,3,4-dithiazol-5-yl                                      1.99    H    H   H    NO.sub.2         H             1-Pyrrolyl                                     1.100   H    H   H    SO.sub.2 CH.sub.3        Cl                                       1-Pyrrolyl                                    1.101   H    H   H    NO.sub.2        H             1-Pyrrolyl                1.102   H    H   H    NO.sub.2           H             3,5-Dimethyl-pyra                           zol-1-yl                                                 1.103   H    H   H    NO.sub.2           Cl            2-Thienyl                                    1.104   H    H   H    NO.sub.2           Cl                                       3-Thienyl                                           1.105   H    H   H    NO.sub.2           Cl            2-Furyl                1.106   H    H   H    NO.sub.2           Cl            3-Furyl                1.107   H    H   H    NO.sub.2           Cl            3-Methyl-isoxazol                           -5-yl                                                    1.108   H    H   H    NO.sub.2           Cl            5-Thiazolyl                                  1.109   H    H   H   NO.sub.2           Cl                                       4-Thiazolyl                                          1.110   H    H   H   NO.sub.2           Cl            2-Thiazolyl                                   1.111   H    H   H   NO.sub.2           Cl                                       3-Methyl-isothiazol-5-yl                             1.112   H    H   H   NO.sub.2           Cl            3-Isoxazolyl                                  1.113   H    H   H   NO.sub.2           Cl                                       5-Phenyl-thiazol-2-yl                                1.114   H    H   H   NO.sub.2           Cl            2-Pyridyl                                     1.115   H    H   H   NO.sub.2           Cl                                       3-Pyridyl                                            1.116   H    H   H   NO.sub.2           Cl            4-Pyridyl                                     1.117   H    H   H   NO.sub.2           Cl                                       1-Methyl-2-pyrrolyl                                  1.118   H    H   H   NO.sub.2           Cl            1-Methyl-1,2,4-tri                           azol-5-yl                                                1.119   H    H   H   NO.sub.2           Cl            2-Benzthiazolyl                               1.120   H    H   H   NO.sub.2           Cl                                       2-Quinolyl                                           1.121   H    H   H   NO.sub.2           Cl            1-Methyl-benzimida                           zol-2-yl                                                 1.122   H    H   H   NO.sub.2           Cl            2-Oxazolyl                                    1.123   H    H   H   NO.sub.2           Cl                                       1-Phenyl-pyrazol-5-yl                                1.124   H    H   H   NO.sub.2           Cl            1-Methyl-pyrazol-3                           -yl                                                      1.125   H    H   H   NO.sub.2           Cl            1-Methyl-pyrazol-5                           -yl                                                      1.126   H    H   H   NO.sub.2           Cl            1,3-Dimethyl-pyraz                           ol-3-yl                                                  1.127   H    H   H   NO.sub.2           Cl            1-Phenyl-pyrazol-3                           -yl                                                      1.128   H    H   H   NO.sub.2           Cl            1,4-Diinethyl-pyra                           zol-5-yl                                                 1.129   H    H   H   NO.sub.2           Cl            1,3-Dimethyl-pyraz                           ol-4-yl                                                  1.130  H   H   H   NO.sub.2          Cl           1,5-Dimethyl-pyrazol-4                           -yl                                                      1.131  H   H   H   NO.sub.2          Cl           1-Methyl-pyrazol-4-yl       1.132  H   H   H   NO.sub.2          Cl           1,3-Dimethyl-pyrazol-5                           -yl                                                      1.133  H  H   H    NO.sub.2          Cl           4-Methyl-oxazol-2-yl                              1.134  H   H   H   NO.sub.2          Cl                                      5-Methylthio-thiazol-2-yl                                1.135  H   H   H   NO.sub.2          Cl           4-Methoxy-1-methyl-pyr                           azol-5-yl                                                1.136  H   H   H   NO.sub.2          Cl           3-Cyclopropyl-isoxazol                           -5-yl                                                    1.137  H   H   H   NO.sub.2          Cl           3-Isopropyl-isoxazol-5                           -yl                                                      1.138  H   H   H   NO.sub.2          Cl           (3-Methyl-phenyl)-thia                           zol-2-yl                                                 1.139  H   H   H   NO.sub.2          Cl           5-Methyl-thiazol-2-yl       1.140  H   H   H   NO.sub.2          Cl           4-Bromo-2-thienyl                                 1.141  H   H   H   NO.sub.2          Cl                                      5-Methyl-2-thienyl                                       1.142  H   H   H   NO.sub.2          Cl           4-Methyl-2-thienyl                                1.143  H   H   H   NO.sub.2          Cl                                      4-Methyl-thiazol-2-yl                                    1.144  H   H   H   NO.sub.2          Cl           4-Chloro-thiazol-2-yl       1.145  H   H   H   NO.sub.2          Cl           4,5-Dimethyl-thiazol-2                           -yl                                                      1.146  H   H   H   NO.sub.2          Cl           4-Phenyl-thiazol-2-yl       1.147  H   H   H   NO.sub.2          Cl           2-Methoxy-thiazol-5-yl      1.148  H   H   H   NO.sub.2          Cl           4-Methyl-2-pyridyl                                1.149  H   H   H   NO.sub.2          Cl                                      6-(2-Methoxyethyl)-2-pyridyl                             1.150   H  H   H   NO.sub.2          Cl           6-Methylthio-2-pyridyl      1.151  H   H   H  NO.sub.2          Cl           6-Methoxy-3-pyridyl                                1.152  H   H   H  NO.sub.2          Cl                                       6-Methoxy-2-pyridyl                                      1.153  H   H   H  NO.sub.2          Cl           6-Methyl-2-pyridyl                                 1.154  H   H   H  NO.sub.2          Cl                                       6-(2,2,2-Trifluoroethoxy)-2-pyridyl                      1.155  H   H   H  NO.sub.2          Cl           6-(2,2,2-Trifluoroethox                           y)-3-pyridyl                                             1.156  H   H   H  NO.sub.2          Cl           5-Pyrimidinyl                1.157  H   H   H  NO.sub.2          Cl           6-Dimethylamino-3-pyrid                           yl                                                       1.158  H   H   H  NO.sub.2          Cl           1,2,4-Thiadiazol-5-yl                              1.159  H   H   H  NO.sub.2          Cl                                       3-Ethoxycarbonyl-1-methyl-pyrazol-5-yl                   1.160  H   H   H  NO.sub.2          Cl           2-Methylthio-pyrimidin-                           5-yl                                                     1.161  H   H   H  NO.sub.2          Cl           2-Pyrimidinyl                1.162  H   H   H  NO.sub.2          Cl           2-Methylthio-pyrimidin-                           4-yl                                                     1.163  H   H   H  NO.sub.2          Cl           5-Methylthio-1,3,4-thia                           diazol-2-yl                                              1.164  H   H   H  NO.sub.2          Cl           5-Methoxy-1,3,4-thiadia                           zol-2-yl                                                 1.165  H   H   H  NO.sub.2          Cl           4,5-Dihydro-thiazol-2-y                           l                                                        1.166  H   H   H  NO.sub.2          Cl           5-Methyl-oxazol-2-yl                               1.167  H   H   H  NO.sub.2          Cl                                       5-Phenyl-oxazol-2-yl                                     1.168  H   H   H  NO.sub.2          Cl           2-Methyl-oxazol-5-yl                               1.169  H   H   H  NO.sub.2          Cl                                       2-Phenyl-oxazol-5-yl                                     1.170  H  H   H  NO.sub.2           Cl           2-Methyl-1,3,4-oxadiazo                           l-5-yl                                                   1.171  H  H   H  NO.sub.2           Cl           2-Phenyl-1,3,4-oxadiazo                           l-5-yl                                                   1.172   H   H   H    NO.sub.2           Cl             5-Trifluoromethyl                           -1,2,4-oxadiazol-3-yl                                    1.173   H   H   H    NO.sub.2           Cl             5-Methyl-1,2,4-ox                           adiazol-3-yl                                             1.174   H   H   H    NO.sub.2           Cl             5-Phenyl-1,2,4-ox                           adiazol-3-yl                                             1.175   H   H   H    NO.sub.2           Cl             5-Phenyl-isoxazol                           -3-yl                                                    1.176   H   H   H    NO.sub.2           Cl             1-(4-Chlorophenyl                           )-1,2,4-triazol-2-yl                                     1.177   H   H   H    NO.sub.2           Cl             5-Cyano-4,5-dihyd                           ro-isoxazol-3-yl                                         1.178   H   H   H    NO.sub.2           Cl             5,6-Dihydro-4H-1,                           3-thiazin-2-yl                                           1.179   H   H   H    NO.sub.2           Cl             1,3-Dithiolan-2-y                           l                                                        1.180   H   H   H    NO.sub.2           Cl             1,3-Dioxolan-2yl       1.181   H   H   H    NO.sub.2           Cl             1,3-Dithian-2-yl       1.182   H   H   H    NO.sub.2           Cl             1,3-Dioxan-2-yl                              1.183   H   H   H    NO.sub.2           Cl                                        1,3-Oxathiolan-2-yl                                 1.184   H   H   H    NO.sub.2           Cl             1,2,4-Triazol-1-y                           l                                                        1.185   H   H   H    NO.sub.2           Cl             3-Methyl-1,2,4-th                           iadiazol-5-yl                                            1.186   H   H   H    NO.sub.2           Cl             1,2,4-Thiadiazol-                           5-yl                                                     1.187   H   H   H    NO.sub.2           Cl             Thiazoline-4,5-di                           on-2-yl                                                  1.188  H   H   H    NO.sub.2           Cl             3-Oxo-3-H-1,2,4-di                           thiazol-5-yl                                             1.189  H   H   H    NO.sub.2           Cl             2-Oxo-2-H-1,3,4-di                           thiazol-5-yl                                             1.190   H   H   H   Cl                 Cl             2-Thienyl                                     1.191   H   H   H   Cl                 Cl                                        3-Thienyl                                            1.192   H   H   H   Cl                 Cl             2-Furyl                 1.193  H   H   H  Cl           Cl           3-Furyl                           1.194  H   H   H  Cl           Cl           3-Methyl-isoxazol-5-yl                                  1.195  H   H   H  Cl           Cl                                            5-Thiazolyl                                              1.196  H   H   H  Cl           Cl           4-Thiazolyl                       1.197  H   H   H  Cl           Cl           2-Thiazolyl                       1.198  H   H   H  Cl           Cl           3-Methyl-isothiazol-5-yl                                1.199  H   H   H  Cl           Cl                                            3-Isoxazolyl                                             1.200  H   H   H  Cl           Cl           5-Phenyl-thiazol-2-yl                                   1.201  H   H   H  Cl           Cl                                            2-Pyridyl                                                1.202  H   H   H  Cl           Cl           3-Pyridyl                         1.203  H   H   H  Cl           Cl           4-Pyridyl                         1.204  H   H   H  Cl           Cl           1-Methyl-2-pyrrolyl                                     1.205  H   H   H  Cl           Cl                                            1-Methyl-1,2,4-triazol-5-yl                              1.206  H   H   H  Cl           Cl           2-Benzthiazolyl                   1.207  H   H   H  Cl           Cl           2-Quinolyl                        1.208  H   H   H  Cl           Cl           1-Methyl-benzimidazol-2-yl                              1.209  H   H   H  Cl           Cl                                            2-Oxazolyl                                               1.210  H   H   H  Cl           Cl           1-Phenyl-pyrazol-5-yl                                   1.211  H   H   H  Cl           Cl                                            1-Methyl-pyrazol-3-yl                                    1.212   H  H   H  Cl           Cl           1-Methyl-pyrazol-5-yl                                   1.213  H  H    H Cl           Cl                                             1,3-Dimethyl-pyrazol-3-yl                                1.214   H   H  H   Cl            Cl           1-Phenyl-pyrazol-3-yl                                 1.215   H   H  H   Cl            Cl                                          1,4-Dimethyl-pyrazol-5-yl                                1.216   H   H  H   Cl            Cl           1,3-Dimethyl-pyrazol-4-yl       1.217   H   H  H   Cl            Cl           1,5-Dimethyl-pyrazol-4-yl       1.218   H   H  H   Cl            Cl           1-Methyl-pyrazol-4-yl                                 1.219   H   H  H   Cl            Cl                                          1,3-Dimethyl-pyrazol-5-yl                                1.220   H   H  H   Cl            Cl           4-Methyl-oxazol-2-yl                                  1.221   H   H  H   Cl            Cl                                          5-Methylthio-thiazol-2-yl                                1.222   H   H  H   Cl            Cl           4-Methoxy-1-methyl-pyrazol                           -5-yl                                                    1.223   H   H  H   Cl            Cl           3-Cyclopropyl-isoxazol-5-y                           l                                                        1.224   H   H  H   Cl            Cl           3-Isopropyl-isoxazol-5-yl       1.225   H   H  H   Cl            Cl           (3-Methyl-phenyl)-thiazol-                           2-yl                                                     1.226   H   H  H   Cl            Cl           5-Methyl-thiazol-2-yl                                 1.227   H   H  H   Cl            Cl                                          4-Bromo-2-thienyl                                        1.228   H   H  H   Cl            Cl           5-Methyl-2-thienyl                                    1.229   H   H  H   Cl            Cl                                          4-Methyl-2-thienyl                                       1.230   H   H  H   Cl            Cl           4-Methyl-thiazol-2-yl                                 1.231   H   H  H   Cl            Cl                                          4-Chloro-thiazol-2-yl                                    1.232   H   H  H   Cl            Cl           4,5-Diinethyl-thiazol-2-yl      1.233   H   H  H   Cl            Cl           4-Phenyl-thiazol-2-yl                                 1.234   H   H  H   Cl            Cl                                          2-Methoxy-thiazol-5-yl                                   1.235  H   H   H   Cl           Cl           4-Methyl-2-pyridyl                                     1.236  H   H   H   Cl           Cl                                           6-(2-Methoxyethyl)-2-pyridyl                             1.237  H   H   H   Cl           Cl           6-Methylthio-2-pyridyl                                 1.238  H   H   H   Cl           Cl                                           6-Methoxy-3-pyridyl                                      1.239  H   H   H   Cl           Cl           6-Methoxy-2-pyridyl                                    1.240  H   H   H   Cl           Cl                                           6-Methyl-2-pyridyl                                       1.241  H   H   H   Cl           Cl           6-(2,2,2-Trifluoroethoxy)-2                           -pyridyl                                                 1.242  H   H   H   Cl           Cl           6-(2,2,2-Trifluoroethoxy)-3                           -pyridyl                                                 1.243  H   H   H   Cl           Cl           5-Pyrimidinyl                    1.244  H   H   H   Cl           Cl           6-Dimethylamino-3-pyridyl                              1.245  H   H   H   Cl           Cl                                           1,2,4-Thiadiazol-5-yl                                    1.246  H   H   H   Cl           Cl           3-Ethoxycarbonyl-1-methyl-p                           yrazol-5-yl                                              1.247  H   H   H   Cl           Cl           2-Methylthio-pyrimidin-5-yl      1.248  H   H   H   Cl           Cl           2-Pyrimidinyl                    1.249  H   H   H   Cl           Cl           2-Methylthio-pyrimidin-4-yl      1.250  H   H   H   Cl           Cl           5-Methylthio-1,3,4-thiadiaz                           ol-2-yl                                                  1.251  H   H   H   Cl           Cl           5-Methoxy-1,3,4-thiadiazol-                           2-yl                                                     1.252  H   H   H   Cl           Cl           4,5-Dihydro-thiazol-2-yl                               1.253  H   H   H   Cl           Cl                                           5-Methyl-oxazol-2-yl                                     1.254  H   H   H   Cl           Cl           5-Phenyl-oxazol-2-yl                                   1.255  H   H   H   Cl           Cl                                           2-Methyl-oxazol-5-yl                                     1.256   H  H   H   Cl           Cl           2-Phenyl-oxazol-5-yl                                   1.257   H  H   H   Cl           Cl                                           2-Methyl-1,3,4-oxa-diazol-5-yl                           1.258   H  H  H   Cl           Cl           2-Phenyl-1,3,4-oxa-diazol-5-                           yl                                                       1.259   H  H   H   Cl           Cl           5-Trifluoromethyl-1,2,4-oxa                           diazol-3-yl                                              1.260   H  H   H   Cl           Cl           5-Methyl-1,2,4-oxadiazol-3-                           yl                                                       1.261   H  H   H   Cl           Cl           5-Phenyl-1,2,4-oxadiazol-3-                           yl                                                       1.262  H  H   H   Cl           Cl           5-Phenyl-isoxazol-3-yl                                  1.263   H  H   H   Cl           Cl                                           1-(4-Chlorophenyl)-1,2,4-triazol-2-yl                    1.264   H  H   H   Cl           Cl           5-Cyano-4,5-dihydro-isoxazo                           l-3-yl                                                   1.265   H  H   H   Cl           Cl           5,6-Dihydro-4H-1,3-thiazin-                           2-yl                                                     1.266   H  H   H   Cl           Cl           1,3-Dithiolan-2-yl                                     1.267   H  H   H   Cl           Cl                                           1,3-Dioxolan-2yl                                         1.268   H  H   H   Cl           Cl           1,3-Dithian-2-yl                 1.269   H  H   H   Cl           Cl           1,3-Dioxan-2-yl                  1.270   H  H   H   Cl           Cl           1,3-Oxathiolan-2-yl                                    1.271   H  H   H   Cl           Cl                                           1,2,4-Triazol-1-yl                                       1.272   H  H   H   Cl           Cl           3-Methyl-1,2,4-thiadiazol-5                           -yl                                                      1.273   H  H   H   Cl           Cl           1,2,4-Thiadiazol-5-yl                                  1.274  H  H   H   Cl           Cl                                            Thiazoline-4,5-dion-2-yl                                 1.275   H  H   H   Cl           Cl           3-Oxo-3-H-1,2,4-dithiazol-5                           -yl                                                      1.276   H  H   H Cl           Cl           2-Oxo-2-H-1,3,4-dithiazol-5-y                           l                                                        1.277    H   H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             2-Thienyl                                                1.278    H   H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             3-Thienyl                                                1.279    H   H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             2-Furyl                                                  1.280    H   H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             3-Furyl                                                  1.281    H   H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             3-Methyl-isoxazol-5-yl                                   1.282    H   H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             5-Thiazolyl                                              1.283    H   H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             4-Thiazolyl                                              1.264    H   H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             2-Thiazolyl                                              1.285  H   H   H     SO.sub.2 CH.sub.3        CH.sub.3                                             3-Methyl-isothiazol-5-yl                                 1.286    H   H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             3-Isoxazolyl                                             1.287    H   H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             5-Phenyl-thiazol-2-yl                                    1.288    H   H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             2-Pyridyl                                                1.289    H   H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             3-Pyridyl                                                1.290    H   H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             4-Pyridyl                                                1.291    H   H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             1-Methyl-2-pyrrolyl                                      1.292    H   H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             1-Methyl-1,2,4-triazol-5-yl                              1.293   H   H   H    SO.sub.2 CH.sub.3        CH.sub.3                                             2-Benzthiazolyl                                          1.294    H   H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             2-Quinolyl                                               1.295    H   H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             1-Methyl-benzimidazol-2-yl                               1.296    H   H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             2-Oxazolyl                                               1.297    H   H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             1-Phenyl-pyrazol-5-yl                                    1.298  H     H  H  SO.sub.2 CH.sub.3        CH.sub.3          1-Methyl-p                           yrazol-3-yl                                              1.299  H     H  H  SO.sub.2 CH.sub.3        CH.sub.3          1-Methyl-p                           yrazol-5-yl                                              1.300  H     H  H  SO.sub.2 CH.sub.3        CH.sub.3          1,3-Dimeth                           yl-pyrazol-3-yl                                          1.301  H     H  H  SO.sub.2 CH.sub.3        CH.sub.3          1-Phenyl-p                           yrazol-3-yl                                              1.302  H     H  H  SO.sub.2 CH.sub.3        CH.sub.3          1,4-Dimeth                           yl-pyrazol-5-yl                                          1.303  H     H  H  SO.sub.2 CH.sub.3        CH.sub.3          1,3-Dimeth                           yl-pyrazol-4-yl                                          1.304  H     H  H  SO.sub.2 CH.sub.3        CH.sub.3          1,5-Dimeth                           yl-pyrazol-4-yl                                          1.305  H     H  H  SO.sub.2 CH.sub.3        CH.sub.3          1-Methyl-p                           yrazol-4-yl                                              1.306  H     H  H  SO.sub.2 CH.sub.3        CH.sub.3          1,3-Dimeth                           yl-pyrazol-5-yl                                          1.307  H     H  H  SO.sub.2 CH.sub.3        CH.sub.3          4-Methyl-o                           xazol-2-yl                                               1.308  H     H  H  SO.sub.2 CH.sub.3        CH.sub.3          5-Methylth                           io-thiazol-2-yl                                          1.309  H     H  H  SO.sub.2 CH.sub.3        CH.sub.3          4-Methoxy-                           1-methyl-pyrazol-5-yl                                    1.310  H     H  H  SO.sub.2 CH.sub.3        CH.sub.3          3-Cyclopro                           pyl-isoxazol-5-yl                                        1.311  H     H  H  SO.sub.2 CH.sub.3        CH.sub.3          3-Isopropy                           l-isoxazol-5-yl                                          1.312  H     H  H  SO.sub.2 CH.sub.3        CH.sub.3          (3-Methyl-                           phenyl)-thiazol-2-yl                                     1.313  H     H  H  SO.sub.2 CH.sub.3        CH.sub.3          5-Methyl-t                           hiazol-2-yl                                              1.314  H     H  H  SO.sub.2 CH.sub.3        CH.sub.3          4-Bromo-2-                           thienyl                                                  1.315  H     H  H  SO.sub.2 CH.sub.3        CH.sub.3          5-Methyl-2                           -thienyl                                                 1.316  H     H  H  SO.sub.2 CH.sub.3        CH.sub.3          4-Methyl-2                           -thienyl                                                 1.317  H     H  H  SO.sub.2 CH.sub.3        CH.sub.3          4-Methyl-t                           hiazol-2-yl                                              1.318  H     H  H  SO.sub.2 CH.sub.3        CH.sub.3          4-Chloro-t                           hiazol-2-yl                                              1.319  H   H  H    SO.sub.2 CH.sub.3       CH.sub.3          4,5-Dimethy                           l-thiazol-2-yl                                           1.320  H   H  H    SO.sub.2 CH.sub.3       CH.sub.3          4-Phenyl-th                           iazol-2-yl                                               1.321  H   H  H    SO.sub.2 CH.sub.3       CH.sub.3          2-Methoxy-t                           hiazol-5-yl                                              1.322  H   H  H    SO.sub.2 CH.sub.3       CH.sub.3          4-Methyl-2-                           pyridyl                                                  1.323  H   H  H    SO.sub.2 CH.sub.3       CH.sub.3          6-(2-Methox                           yethyl)-2-pyridyl                                        1.324  H   H  H    SO.sub.2 CH.sub.3       CH.sub.3          6-Methylthi                           o-2-pyridyl                                              1.325  H   H  H    SO.sub.2 CH.sub.3       CH.sub.3          6-Methoxy-3                           -pyridyl                                                 1.326  H   H  H    SO.sub.2 CH.sub.3       CH.sub.3          6-Methoxy-2                           -pyridyl                                                 1.327  H   H  H    SO.sub.2 CH.sub.3       CH.sub.3          6-Methyl-2-                           pyridyl                                                  1.328  H   H  H    SO.sub.2 CH.sub.3       CH.sub.3          6-(2,2,2-Tr                           ifluoroethoxy)-2-pyridyl                                 1.329  H   H  H    SO.sub.2 CH.sub.3       CH.sub.3          6-(2,2,2-Tr                           ifluoroethoxy)-3-pyridyl                                 1.330  H   H  H    SO.sub.2 CH.sub.3       CH.sub.3          5-Pyrimidin                           yl                                                       1.331  H   H  H    SO.sub.2 CH.sub.3       CH.sub.3          6-Dimethyla                           mino-3-pyridyl                                           1.332  H   H  H    SO.sub.2 CH.sub.3       CH.sub.3          1,2,4-Thiad                           iazol-5-yl                                               1.333  H   H  H    SO.sub.2 CH.sub.3       CH.sub.3          3-Ethoxycar                           bonyl-1-methyl-pyrazol-5-yl                              1.334  H   H  H    SO.sub.2 CH.sub.3       CH.sub.3          2-Methylthi                           o-pyrimidin-5-yl                                         1.335  H   H  H    SO.sub.2 CH.sub.3       CH.sub.3          2-Pyrimidin                           yl                                                       1.336  H   H  H    SO.sub.2 CH.sub.3       CH.sub.3          2-Methylthi                           o-pyrimidin-4-yl                                         1.337  H   H  H    SO.sub.2 CH.sub.3       CH.sub.3          5-Methylthi                           o-1,3,4-thiadiazol-2-yl                                  1.338  H   H  H     SO.sub.2 CH.sub.3       CH.sub.3          s-Methoxy-                           1,3,4-thiadiazol-2-yl                                    1.339  H   H  H     SO.sub.2 CH.sub.3       CH.sub.3          4,5-Dihydr                           o-thiazol-2-yl                                           1.340   H    H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             5-Methyl-oxazol-2-yl                                     1.341   H    H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             5-Phenyl-oxazol-2-yl                                     1.342   H    H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             2-Methyl-oxazol-5-yl                                     1.343   H    H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             2-Phenyl-oxazol-5-yl                                     1.344   H    H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             2-Methyl-1,3,4-oxa-diazol-5-yl                           1.345   H    H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             2-Phenyl-1,3,4-oxa-diazol-5-yl                           1.346   H    H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             5-Trifluoromethyl-1,2,4-oxadiazol-3-yl                   1.347   H    H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             5-Methyl-1,2,4-oxadiazol-3-yl                            1.348   H    H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             5-Phenyl-1,2,4-oxadiazol-3-yl                            1.349   H    H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             5-Phenyl-isoxazol-3-yl                                   1.350   H    H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             1-(4-Chlorophenyl)-1,2,4-triazol-2-yl                    1.351   H    H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             5-Cyano-4,5-dihydro-isoxazol-3-yl                        1.352   H    H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             5,6-Dihydro-4H-1,3-thiazin-2-yl                          1.353   H    H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             1,3-Dithiolan-2-yl                                       1.354   H    H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             1,3-Dioxolan-2yl                                         1.355   H    H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             1,3-Dithian-2-yl                                         1.356   H    H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             1,3-Dioxan-2-yl                                          1.357   H    H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             1,3-Oxathiolan-2-yl                                      1.358   H    H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             1,2,4-Triazol-1-yl                                       1.359   H    H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             3-Methyl-1,2,4-thiadiazol-5-yl                           1.360   H    H   H   SO.sub.2 CH.sub.3        CH.sub.3                                             1,2,4-Thiadiazol-5-yl                                    1.361   H   H   H   SO.sub.2 CH.sub.3        CH.sub.3                                              Thiazoline-4,5-dion-2-yl                                 1.362   H   H   H   SO.sub.2 CH.sub.3        CH.sub.3                                              3-Oxo-3-H-1,2,4-dithiazol-5-yl                           1.363   H   H   H   SO.sub.2 CH.sub.3        CH.sub.3                                              2-Oxo-2-H-1,3,4-dithiazol-5-yl                           1.364   H   H   H   SO.sub.2 CH.sub.3        CN            2-Thienyl                                1.365   H   H   H   SO.sub.2 CH.sub.3        CN                                       3-Thienyl                                       1.366   H   H   H   SO.sub.2 CH.sub.3        CN            2-Furyl                                  1.367   H   H   H   SO.sub.2 CH.sub.3        CN                                       3-Furyl                                         1.368   H   H   H   SO.sub.2 CH.sub.3        CN            3-Methyl-isox                           azol-5-yl                                                1.369   H   H   H   SO.sub.2 CH.sub.3        CN            5-Thiazolyl                              1.370   H   H   H   SO.sub.2 CH.sub.3        CN                                       4-Thiazolyl                                     1.371   H   H   H   SO.sub.2 CH.sub.3        CN            2-Thiazolyl                              1.372   H   H   H   SO.sub.2 CH.sub.3        CN                                       3-Methyl-isothiazol-5-yl                        1.373   H   H   H   SO.sub.2 CH.sub.3        CN            3-Isoxazolyl       1.374   H   H   H   SO.sub.2 CH.sub.3        CN            5-Phenyl-thia                           zol-2-yl                                                 1.375   H   H   H   SO.sub.2 CH.sub.3        CN            2-Pyridyl                                1.376   H   H   H   SO.sub.2 CH.sub.3        CN                                       3-Pyridyl                                       1.377   H   H   H   SO.sub.2 CH.sub.3        CN            4-Pyridyl                                1.378   H   H   H   SO.sub.2 CH.sub.3        CN                                       1-Methyl-2-pyrrolyl                             1.379   H   H   H   SO.sub.2 CH.sub.3        CN            1-Methyl-1,2,                           4-triazol-5-yl                                           1.380   H   H   H   SO.sub.2 CH.sub.3        CN            2-Benzthiazol                           yl                                                       1.381   H   H   H   SO.sub.2 CH.sub.3        CN            2-Quinolyl                               1.382  H   H   H   SO.sub.2 CH.sub.3       CN                                      1-Methyl-benzimidazol-2-yl                         1.383  H   H   H   SO.sub.2 CH.sub.3       CN           2-Oxazolyl                                  1.384  H   H   H   SO.sub.2 CH.sub.3       CN                                      1-Phenyl-pyrazol-5-yl                              1.385  H   H   H   SO.sub.2 CH.sub.3       CN           1-Methyl-pyrazol                           -3-yl                                                    1.386  H   H   H   SO.sub.2 CH.sub.3       CN           1-Methyl-pyrazol                           -5-yl                                                    1.387  H   H   H   SO.sub.2 CH.sub.3       CN           1,3-Dimethyl-pyr                           azol-3-yl                                                1.388  H   H   H   SO.sub.2 CH.sub.3       CN           1-Phenyl-pyrazol                           -3-yl                                                    1.389  H   H   H   SO.sub.2 CH.sub.3       CN           1,4-Dimethyl-pyr                           azol-5-yl                                                1.390  H   H   H   SO.sub.2 CH.sub.3       CN           1,3-Dimethyl-pyr                           azol-4-yl                                                1.391  H   H   H   SO.sub.2 CH.sub.3       CN           1,5-Dimethyl-pyr                           azol-4-yl                                                1.392  H   H   H   SO.sub.2 CH.sub.3       CN           1-Methyl-pyrazol                           -4-yl                                                    1.393  H   H   H   SO.sub.2 CH.sub.3       CN           1,3-Dimethyl-pyr                           azol-5-yl                                                1.394  H   H   H   SO.sub.2 CH.sub.3       CN           4-Methyl-oxazol-                           2-yl                                                     1.395  H   H   H   SO.sub.2 CH.sub.3       CN           5-Methylthio-thi                           azol-2-yl                                                1.396  H   H   H   SO.sub.2 CH.sub.3       CN           4-Methoxy-1-meth                           yl-pyrazol-5-yl                                          1.397  H   H   H   SO.sub.2 CH.sub.3       CN           3-Cyclopropyl-is                           oxazol-5-yl                                              1.398  H   H   H   SO.sub.2 CH.sub.3       CN           3-Isopropyl-isox                           azol-5-yl                                                1.399  H   H   H   SO.sub.2 CH.sub.3       CN           (3-Methyl-phenyl                           )-thiazol-2-yl                                           1.400  H   H   H   SO.sub.2 CH.sub.3       CN           5-Methyl-thiazol                           -2-yl                                                    1.401  H   H   H   SO.sub.2 CH.sub.3       CN           4-Bromo-2-thieny                           l                                                        1.402  H   H   H   SO.sub.2 CH.sub.3       CN           5-Methyl-2-thien                           yl                                                       1.403  H   H   H   SO.sub.2 CH.sub.3       CN           4-Methyl-2-thien                           yl                                                       1.404  H   H   H   SO.sub.2 CH.sub.3       CN           4-Methyl-thiazol                           -2-yl                                                    1.405  H   H   H   SO.sub.2 CH.sub.3       CN           4-Chloro-thiazol                           -2-yl                                                    1.406  H   H   H   SO.sub.2 CH.sub.3       CN           4,5-Dimethyl-thi                           azol-2-yl                                                1.407  H   H   H   SO.sub.2 CH.sub.3       CN           4-Phenyl-thiazol                           -2-yl                                                    1.408  H   H   H   SO.sub.2 CH.sub.3       CN           2-Methoxy-thiazo                           l-5-yl                                                   1.409  H   H   H   SO.sub.2 CH.sub.3       CN           4-Methyl-2-pyrid                           yl                                                       1.410  H   H   H   SO.sub.2 CH.sub.3       CN           6-(2-Methoxyethy                           l)-2-pyridyl                                             1.411  H   H   H   SO.sub.2 CH.sub.3       CN           6-Methylthio-2-p                           yridyl                                                   1.412  H   H   H   SO.sub.2 CH.sub.3       CN           6-Methoxy-3-pyri                           dyl                                                      1.413  H   H   H   SO.sub.2 CH.sub.3       CN           6-Methoxy-2-pyri                           dyl                                                      1.414  H   H   H   SO.sub.2 CH.sub.3       CN           6-Methyl-2-pyrid                           yl                                                       1.415  H   H   H   SO.sub.2 CH.sub.3       CN           6-(2,2,2-Trifluo                           roethoxy)-2-pyridyl                                      1.416  H   H   H   SO.sub.2 CH.sub.3       CN           6-(2,2,2-Trifluo                           roethoxy)-3-pyridyl                                      1.417  H   H   H   SO.sub.2 CH.sub.3       CN           5-Pyrimidinyl                               1.418  H   H   H   SO.sub.2 CH.sub.3       CN                                      6-Dimethylamino-3-pyridyl                          1.419  H   H   H   SO.sub.2 CH.sub.3       CN           1,2,4-Thiadiazol                           -5-yl                                                    1.420  H   H   H   SO.sub.2 CH.sub.3       CN           3-Ethoxycarbonyl                           -1-methyl-pyrazol-5-yl                                   1.421  H   H   H   SO.sub.2 CH.sub.3       CN           2-Methylthio-pyr                           imidin-5-yl                                              1.422  H   H   H   SO.sub.2 CH.sub.3       CN           2-Pyrimidinyl                               1.423  H   H   H   SO.sub.2 CH.sub.3       CN                                      2-Methylthio-pyrimidin-4-yl                        1.424  H   H  H   SO.sub.2 CH.sub.3       CN           5-Methylthio-1,3,                           4-thiadiazol-2-yl                                        1.425  H   H  H   SO.sub.2 CH.sub.3       CN           5-Methoxy-1,3,4-t                           hiadiazol-2-yl                                           1.426  H   H  H   SO.sub.2 CH.sub.3       CN           4,5-Dihydro-thiaz                           ol-2-yl                                                  1.427  H   H  H   SO.sub.2 CH.sub.3       CN           5-Methyl-oxazol-2                           -yl                                                      1.428  H   H  H   SO.sub.2 CH.sub.3       CN           5-Phenyl-oxazol-2                           -yl                                                      1.429  H   H  H   SO.sub.2 CH.sub.3       CN           2-Methyl-oxazol-5                           -yl                                                      1.430  H   H  H   SO.sub.2 CH.sub.3       CN           2-Phenyl-oxazol-5                           -yl                                                      1.431  H   H  H   SO.sub.2 CH.sub.3       CN           2-Methyl-1,3,4-ox                           a-diazol-5-yl                                            1.432  H   H  H   SO.sub.2 CH.sub.3       CN           2-Phenyl-1,3,4-ox                           a-diazol-5-yl                                            1.433  H   H  H   SO.sub.2 CH.sub.3       CN           5-Trifluoromethyl                           -1,2,4-oxadiazol-3-yl                                    1.434  H   H  H   SO.sub.2 CH.sub.3       CN           5-Methyl-1,2,4-ox                           adiazol-3-yl                                             1.435  H   H  H   SO.sub.2 CH.sub.3       CN           5-Phenyl-1,2,4-ox                           adiazol-3-yl                                             1.436  H   H  H   SO.sub.2 CH.sub.3       CN           5-Phenyl-isoxazol                           -3-yl                                                    1.437  H   H  H   SO.sub.2 CH.sub.3       CN           1-(4-Chlorophenyl                           )-1,2,4-triazol-2-yl                                     1.438  H   H  H   SO.sub.2 CH.sub.3       CN           5-Cyano-4,5-dihyd                           ro-isoxazol-3-yl                                         1.439  H   H  H   SO.sub.2 CH.sub.3       CN           5,6-Dihydro-4H-1,                           3-thiazin-2-yl                                           1.440  H   H  H   SO.sub.2 CH.sub.3       CN           1,3-Dithiolan-2-y                           l                                                        1.441  H   H  H   SO.sub.2 CH.sub.3       CN           1,3-Dioxolan-2-yl      1.442  H   H  H   SO.sub.2 CH.sub.3       CN           1,3-Dithian-2-yl       1.443  H   H  H   SO.sub.2 CH.sub.3       CN           1,3-Dioxan-2-yl                              1.444  H   H  H   SO.sub.2 CH.sub.3       CN                                      1,3-oxathiolan-2-yl                                 1.445   H    H    H   SO.sub.2 CH.sub.3        CN            1,2,4-Triaz                           ol-1-yl                                                  1.446   H    H    H   SO.sub.2 CH.sub.3        CN            3-Methyl-1,                           2,4-thiadiazol-5-yl                                      1.447   H    H    H   SO.sub.2 CH.sub.3        CN            1,2,4-Thiad                           iazol-5-yl                                               1.448   H    H    H   SO.sub.2 CH.sub.3        CN            Thiazoline-                           4,5-dion-2-yl                                            1.449   H    H    H   SO.sub.2 CH.sub.3        CN            3-Oxo-3-H-1                           12,4-dithiazol-5-yl                                      1.450   H    H    H   SO.sub.2 CH.sub.3        CN            2-Oxo-2-H-1                           ,3,4-dithiazol-5-yl                                      1.451   H    H    H   SO.sub.2 CH.sub.3        H             2-Thienyl                              1.452   H    H    H   SO.sub.2 CH.sub.3        H                                        3-Thienyl                                     1.453   H    H    H   SO.sub.2 CH.sub.3        H             2-Furyl                                1.454   H    H    H   SO.sub.2 CH.sub.3        H                                        3-Furyl                                       1.455   H    H    H   SO.sub.2 CH.sub.3        H             3-Methyl-is                           oxazol-5-yl                                              1.456   H    H    H   SO.sub.2 CH.sub.3        H             5-Thiazolyl      1.457   H    H    H   SO.sub.2 CH.sub.3        H             4-Thiazolyl      1.458   H    H    H   SO.sub.2 CH.sub.3        H             2-Thiazolyl      1.459   H    H    H   SO.sub.2 CH.sub.3        H             3-Methyl-is                           othiazol-5-yl                                            1.460   H    H    H   SO.sub.2 CH.sub.3        H             3-Isoxazoly                           l                                                        1.461   H    H    H   SO.sub.2 CH.sub.3        H             5-Phenyl-th                           iazol-2-yl                                               1.462   H    H    H   SO.sub.2 CH.sub.3        H             2-Pyridyl                              1.463   H    H    H   SO.sub.2 CH.sub.3        H                                        3-Pyridyl                                     1.464   H    H    H   SO.sub.2 CH.sub.3        H             4-Pyridyl                              1.465   H    H    H   SO.sub.2 CH.sub.3        H                                        1-Methyl-2-pyrrolyl                           1.466   H   H   H  SO.sub.2 CH.sub.3        H            1-Methyl-1,2,4-                           triazol-5-yl                                             1.467   H   H   H  SO.sub.2 CH.sub.3        H            2-Benzthiazolyl      1.466   H   H   H  SO.sub.2 CH.sub.3        H            2-Quinolyl                                 1.469   H   H   H  SO.sub.2 CH.sub.3        H                                       1-Methyl-benzimidazol-2-yl                        1.470   H   H   H  SO.sub.2 CH.sub.3        H            2-Oxazolyl                                 1.471   H   H   H  SO.sub.2 CH.sub.3        H                                       1-Phenyl-pyrazol-5-yl                             1.472   H   H   H  SO.sub.2 CH.sub.3        H            1-Methyl-pyrazo                           l-3-yl                                                   1.473   H   H   H  SO.sub.2 CH.sub.3        H            1-Methyl-pyrazo                           l-5-yl                                                   1.474   H   H   H  SO.sub.2 CH.sub.3        H            1,3-Dimethyl-py                           razol-3-yl                                               1.475   H   H   H  SO.sub.2 CH.sub.3        H            1-Phenyl-pyrazo                           l-3-yl                                                   1.476   H   H   H  SO.sub.2 CH.sub.3        H            1,4-Dimethyl-py                           razol-5-yl                                               1.477   H   H   H  SO.sub.2 CH.sub.3        H            1,3-Dimethyl-py                           razol-4-yl                                               1.478   H   H   H  SO.sub.2 CH.sub.3        H            1,5-Dimethyl-py                           razol-4-yl                                               1.479   H   H   H  SO.sub.2 CH.sub.3        H            1-Methyl-pyrazo                           l-4-yl                                                   1.480   H   H   W  SO.sub.2 CH.sub.3        H            1,3-Dimethyl-py                           razol-5-yl                                               1.481   H   H   H  SO.sub.2 CH.sub.3        H            4-Methyl-oxazol                           -2-yl                                                    1.482   H   H   H  SO.sub.2 CH.sub.3        H            5-Methylthio-th                           iazol-2-yl                                               1.483   H   H   H  SO.sub.2 CH.sub.3        H            4-Methoxy-1-met                           hyl-pyrazol-5-yl                                         1.484   H   H   H  SO.sub.2 CH.sub.3        H            3-Cyclopropyl-i                           soxazol-5-yl                                             1.485   H   H   H  SO.sub.2 CH.sub.3        H            3-Isopropyl-iso                           xazol-5-yl                                               1.486   H   H   H  SO.sub.2 CH.sub.3        H            (3-Methyl-pheny                           l)-thiazol-2-yl                                          1.487    H   H   H   SO.sub.2 CH.sub.3      H             5-Methyl-thiaz                           ol-2-yl                                                  1.488    H   H   H   SO.sub.2 CH.sub.3      H             4-Bromo-2-thie                           nyl                                                      1.489    H   H   H   SO.sub.2 CH.sub.3      H             5-Methyl-2-thi                           enyl                                                     1.490    H   H   H   SO.sub.2 CH.sub.3      H             4-Methyl-2-thi                           enyl                                                     1.491    H   H   H   SO.sub.2 CH.sub.3      H             4-Methyl-thiaz                           ol-2-yl                                                  1.492    H   H   H   SO.sub.2 CH.sub.3      H             4-Chloro-thiaz                           ol-2-yl                                                  1.493    H   H   H   SO.sub.2 CH.sub.3      H             4,5-Dimethyl-t                           hiazol-2-yl                                              1.494    H   H   H   SO.sub.2 CH.sub.3      H             4-Phenyl-thiaz                           ol-2-yl                                                  1.495    H   H   H   SO.sub.2 CH.sub.3      H             2-Methoxy-thia                           zol-5-yl                                                 1.496    H   H   H   SO.sub.2 CH.sub.3      H             4-Methyl-2-pyr                           idyl                                                     1.497    H   H   H   SO.sub.2 CH.sub.3      H             6-(2-Methoxyet                           hyl)-2-pyridyl                                           1.498    H   H   H   SO.sub.2 CH.sub.3      H             6-Methylthio-2                           -pyridyl                                                 1.499    H   H   H   SO.sub.2 CH.sub.3      H             6-Methoxy-3-py                           ridyl                                                    1.500    H   H   H   SO.sub.2 CH.sub.3      H             6-Methoxy-2-py                           ridyl                                                    1.501    H   H   H   SO.sub.2 CH.sub.3      H             6-Methyl-2-pyr                           idyl                                                     1.502    H   H   H   SO.sub.2 CH.sub.3      H             6-(2,2,2-Trifl                           uoroethoxy)-2-pyridyl                                    1.503    H   H   H   SO.sub.2 CH.sub.3      H             6-(2,2,2-Trifl                           uoroethoxy)-3-pyridyl                                    1.504    H   H   H   SO.sub.2 CH.sub.3      H             5-Pyrimidinyl       1.505    H   H    H  SO.sub.2 CH.sub.3      H             6-Dimethylamin                           o-3-pyridyl                                              1.506     H  H    H  SO.sub.2 CH.sub.3       H            1,2,4-Thiadiaz                           ol-5-yl                                                  1.507     H  H    H  SO.sub.2 CH.sub.3       H            3-Ethoxycarbon                           yl-1-methyl-pyrazol-5-yl                                 1.508  H   H   H   SO.sub.2 CH.sub.3       H            2-Methylthio-pyr                           imidin-5-yl                                              1.509  H   H   H   SO.sub.2 CH.sub.3       H            2-Pyrimidinyl                               1.510  H   H   H   SO.sub.2 CH.sub.3       H                                       2-Methylthio-pyrimidin-4-yl                        1.511  H   H   H   SO.sub.2 CH.sub.3       H            5-Methylthio-1,3                           ,4-thiadiazol-2-yl                                       1.512  H   H   H   SO.sub.2 CH.sub.3       H            5-Methoxy-1,3,4-                           thiadiazol-2-yl                                          1.513  H   H   H   SO.sub.2 CH.sub.3       H            4,5-Dihydro-thia                           zol-2-yl                                                 1.514  H   H   H   SO.sub.2 CH.sub.3       H            5-Methyl-oxazol-                           2-yl                                                     1.515  H   H   H   SO.sub.2 CH.sub.3       H            5-Phenyl-oxazol-                           2-yl                                                     1.516  H   H   H   SO.sub.2 CH.sub.3       H            2-Methyl-oxazol-                           5-yl                                                     1.517  H   H   H   SO.sub.2 CH.sub.3       H            2-Phenyl-oxazol-                           5-yl                                                     1.518  H   H   H   SO.sub.2 CH.sub.3       H            2-Methyl-1,3,4-o                           xa-diazol-5-yl                                           1.519  H   H   H   SO.sub.2 CH.sub.3       H            2-Phenyl-1,3,4-o                           xa-diazol-5-yl                                           1.520  H   H   H   SO.sub.2 CH.sub.3       H            5-Trifluoromethy                           l-1,2,4-oxadiazol-3-yl                                   1.521  H   H   H   SO.sub.2 CH.sub.3       H            5-Methyl-1,2,4-o                           xadiazol-3-yl                                            1.522  H   H   H   SO.sub.2 CH.sub.3       H            5-Phenyl-1,2,4-o                           xadiazol-3-yl                                            1.523  H   H   H   SO.sub.2 CH.sub.3       H            5-Phenyl-isoxazo                           l-3-yl                                                   1.524  H   H   H   SO.sub.2 CH.sub.3       H            1-(4-Chloropheny                           l)-1,2,4-triazol-2-yl                                    1.525  H   H   H   SO.sub.2 CH.sub.3       H            5-Cyano-4,5-dihy                           dro-isoxazol-3-yl                                        1.526  H   H   H   SO.sub.2 CH.sub.3       H            5,6-Dihydro-4H-1                           ,3-thiazin-2-yl                                          1.527  H   H   H   SO.sub.2 CH.sub.3       H            1,3-Dithiolan-2-                           yl                                                       1.528  H   H   H   SO.sub.2 CH.sub.3       H            1,3-Dioxolan-2-y                           l                                                        1.529   H    H   H        SO.sub.2 CH.sub.3        H                                               1,3-Dithian-2-yl                                         1.530   H    H   H        SO.sub.2 CH.sub.3        H                                               1,3-Dioxan-2-yl                                          1.531   H    H   H        SO.sub.2 CH.sub.3        H                                               1,3-oxathiolan-2-yl                                      1.532   H    H   H        SO.sub.2 CH.sub.3        H                                               1,2,4-Triazol-1-yl                                       1.533   H    H   H        SO.sub.2 CH.sub.3        H                                               3-Methyl-1,2,4-thiadiazol-5-yl                           1.534   H    H   H        SO.sub.2 CH.sub.3        H                                               1,2,4-Thiadiazol-5-yl                                    1.535   H    H   H        SO.sub.2 CH.sub.3        H                                               Thiazoline-4,5-dion-2-yl                                 1.536   H    H   H        SO.sub.2 CH.sub.3        H                                               3-Oxo-3-H-1,2,4-dithiazol-5-yl                           1.537   H    H   H        SO.sub.2 CH.sub.3        H                                               2-Oxo-2-H-1,3,4-dithiazol-5-yl                           1.538   CH.sub.3  H   H    SO.sub.2 CH.sub.3        H                                              2-Thienyl                                                1.539   CH.sub.3  H   H    SO.sub.2 CH.sub.3        H                                              3-Thienyl                                                1.540   CH.sub.3  H   H    SO.sub.2 CH.sub.3        H                                              2-Furyl                                                  1.541   CH.sub.3  H   H    SO.sub.2 CH.sub.3        H                                              3-Furyl                                                  1.542   CH.sub.3  H   H    SO.sub.2 CH.sub.3        H                                              3-Methyl-isoxazol-5-yl                                   1.543   CH.sub.3  H   H    SO.sub.2 CH.sub.3        H                                              5-Thiazolyl                                              1.544   CH.sub.3  H   H    SO.sub.2 CH.sub.3        H                                              4-Thiazolyl                                              1.545   CH.sub.3  H   H    SO.sub.2 CH.sub.3        H                                              2-Thiazolyl                                              1.546   CH.sub.3  H   H    SO.sub.2 CH.sub.3        H                                              3-Methyl-isothiazol-5-yl                                 1.547   CH.sub.3  H   H    SO.sub.2 CH.sub.3        H                                              3-Isoxazolyl                                             1.548   CH.sub.3  H   H    SO.sub.2 CH.sub.3        H                                              5-Phenyl-thiazol-2-yl                                    1.549  CH.sub.3  H   H    SO.sub.2 CH.sub.3        H                                               2-Pyridyl                                                1.55O    CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            3-Pyridyl       1.551    CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            4-Pyridyl       1.552    CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            1-Methyl-2                           -pyrrolyl                                                1.553    CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            1-Methyl-1                           ,2,4-triazol-5-yl                                        1.554    CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            2-Benzthia                           zolyl                                                    1.555    CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            2-Quinolyl      1.556    CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            1-Methyl-b                           enzimidazol-2-yl                                         1.557    CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            2-Oxazolyl      1.556    CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            1-Phenyl-p                           yrazol-5-yl                                              1.559    CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            1-Methyl-p                           yrazol-3-yl                                              1.560    CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            1-Methyl-p                           yrazol-5-yl                                              1.561    CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            1,3-Dimeth                           yl-pyrazol-3-yl                                          1.562    CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            1-Phenyl-p                           yrazol-3-yl                                              1.563    CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            1,4-Dimeth                           yl-pyrazol-5-yl                                          1.564    CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            1,3-Dimeth                           yl-pyrazol-4-yl                                          1.565    CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            1,5-Dimeth                           yl-pyrazol-4-yl                                          1.566    CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            1-Methyl-p                           yrazol-4-yl                                              1.567    CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            1,3-Dimeth                           yl-pyrazol-5-yl                                          1.568    CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            4-Methyl-o                           xazol-2-yl                                               1.569    CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            5-Methylth                           io-thiazol-2-yl                                          1.570    CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            4-Methoxy-                           1-methyl-pyrazol-5-yl                                    1.571   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            3-Cycloprop                           yl-isoxazol-5-yl                                         1.572   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            3-Isopropyl                           -isoxazol-5-yl                                           1.573   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            (3-Methyl-p                           henyl)-thiazol-2-yl                                      1.574   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            5-Methyl-th                           iazol-2-yl                                               1.575   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            4-Bromo-2-t                           hienyl                                                   1.576   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            5-Methyl-2-                           thienyl                                                  1.577   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            4-Methyl-2-                           thienyl                                                  1.578   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            4-Methyl-th                           iazol-2-yl                                               1.579   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            4-Chloro-th                           iazol-2-yl                                               1.586   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            4,5-Dimethy                           l-thiazol-2-yl                                           1.581   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            4-Phenyl-th                           iazol-2-yl                                               1.582   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            2-Methoxy-t                           hiazol-5-yl                                              1.583   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            4-Methyl-2-                           pyridyl                                                  1.584   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            6-(2-Methox                           yethyl)-2-pyridyl                                        1.585   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            6-Methylthi                           o-2-pyridyl                                              1.586   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            6-Methoxy-3                           -pyridyl                                                 1.587   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            6-Methoxy-2                           -pyridyl                                                 1.588   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            6-Methyl-2-                           pyridyl                                                  1.589   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            6-(2,2,2-Tr                           ifluoroethoxy)-2-pyridyl                                 1.590   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            6-(2,2,2-Tr                           ifluoroethoxy)-3-pyridyl                                 1.591   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            5-Pyrimidin                           yl                                                       1.592   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            6-Dimethyla                           mino-3-pyridyl                                           1.593   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            1,2,4-Thiad                           iazol-5-yl                                               1.594   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            3-Ethoxycar                           bonyl-1-methyl-pyrazol-5-yl                              1.595   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            2-Methylthi                           o-pyrimidin-5-yl                                         1.596   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            2-Pyrimidin                           yl                                                       1.597   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            2-Methylthi                           o-pyrimidin-4-yl                                         1.598   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            5-Methylthi                           o-1,3,4-thiadiazol-2-yl                                  1.599   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            5-Methoxy-1                           ,3,4-thiadiazol-2-yl                                     1.600   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            4,5-Dihydro                           -thiazol-2-yl                                            1.601   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            5-Methyl-ox                           azol-2-yl                                                1.602   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            5-Phenyl-ox                           azol-2-yl                                                1.603   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            2-Methyl-ox                           azol-5-yl                                                1.604   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            2-Phenyl-ox                           azol-5-yl                                                1.605   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            2-Methyl-1,                           3,4-oxa-diazol-5-yl                                      1.606   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            2-Phenyl-1,                           3,4-oxa-diazol-5-yl                                      1.607   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            5-Trifluoro                           methyl-1,2,4-oxadiazol-3-yl                              1.608   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            5-Methyl-1,                           2,4-oxadiazol-3-yl                                       1.609   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            5-Phenyl-1,                           2,4-oxadiazol-3-yl                                       1.610   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            5-Phenyl-is                           oxazol-3-yl                                              1.611   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            1-(4-Chloro                           phenyl)-1,2,4-triazol-2-yl                               1.612   CH.sub.3 H  H   SO.sub.2 CH.sub.3       H            5-Cyano-4,5                           -dihydro-isoxazol-3-yl                                   1.613   CH.sub.3  H   H   SO.sub.2 CH.sub.3        H                                               5,6-Dihydro-4H-1,3-thiazin-2-yl                          1.614   CH.sub.3  H   H   SO.sub.2 CH.sub.3        H                                               1,3-Dithiolan-2-yl                                       1.615   CH.sub.3  H   H   SO.sub.2 CH.sub.3        H                                               1,3-Dioxolan-2yl                                         1.616   CH.sub.3  H   H   SO.sub.2 CH.sub.3        H                                               1,3-Dithian-2-yl                                         1.617   CH.sub.3  H   H   SO.sub.2 CH.sub.3        H                                               1,3-Dioxan-2-yl                                          1.618   CH.sub.3  H   H   SO.sub.2 CH.sub.3        H                                               1,3-Oxathiolan-2-yl                                      1.619   CH.sub.3  H   H   SO.sub.2 CH.sub.3        H                                               1,2,4-Triazol-1-yl                                       1.620   CH.sub.3  H   H   SO.sub.2 CH.sub.3        H                                               3-Methyl-1,2,4-thiadiazol-5-yl                           1.621   CH.sub.3  H   H   SO.sub.2 CH.sub.3        H                                               1,2,4-Thiadiazol-5-yl                                    1.622   CH.sub.3  H   H   SO.sub.2 CH.sub.3        H                                               Thiazoline-4,5-dion-2-yl                                 1.623   CH.sub.3  H   H   SO.sub.2 CH.sub.3        H                                               3-Oxo-3-H-1,2,4-dithiazol-5-yl                           1.624   CH.sub.3  H   H   SO.sub.2 CH.sub.3        H                                               2-Oxo-2-H-1,3,4-dithiazol-5-yl                           1.625   CH.sub.3  H   H   SO.sub.2 CH.sub.3        Cl                                              2-Thienyl                                                1.626   CH.sub.3  H   H   SO.sub.2 CH.sub.3        Cl                                              3-Thienyl                                                1.627   CH.sub.3  H   H   SO.sub.2 CH.sub.3        Cl                                              2-Furyl                                                  1.628   CH.sub.3  H   H   SO.sub.2 CH.sub.3        Cl                                              3-Furyl                                                  1.629   CH.sub.3  H   H   SO.sub.2 CH.sub.3        Cl                                              3-Methyl-isoxazol-5-yl                                   1.630   CH.sub.3  H   H    SO.sub.2 CH.sub.3        CI                                             5-Thiazolyl                                              1.631    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            4-Thiazol                           yl                                                       1.632    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            2-Thiazol                           yl                                                       1.633    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            3-Methyl-                           isothiazol-5-y                                           1.634    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            3-Isoxazo                           lyl                                                      1.635    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            5-Phenyl-                           thiazol-2-yl                                             1.636    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            2-Pyridyl      1.637    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            3-Pyridyl      1.638    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            4-Pyridyl      1.639    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            1-Methyl-                           2-pyrrolyl                                               1.640    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            1-Methyl-                           1,2,4-triazol-5-yl                                       1.641    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            2-Benzthi                           azolyl                                                   1.642    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            2-Quinoly                           l                                                        1.643    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            1-Methyl-                           benzimidazol-2-yl                                        1.644    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            2-Oxazoly                           l                                                        1.645    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            1-Phenyl-                           pyrazol-5-yl                                             1.646    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            1-Methyl-                           pyrazol-3-yl                                             1.647    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            1-Methyl-                           pyrazol-5-yl                                             1.648    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            1,3-Dimet                           hyl-pyrazol-3-yl                                         1.649    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            1-Phenyl-                           pyrazol-3-yl                                             1.650    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            1,4-Dimet                           hyl-pyrazol-5-yl                                         1.651   CH.sub.3 H    H   SO.sub.2 CH.sub.3        Cl                                              1,3-Dimethyl-pyrazol-4-yl                                1.652   CH.sub.3 H    H   SO.sub.2 CH.sub.3        Cl                                              1,5-Dimethyl-pyrazol-4-yl                                1.653   CH.sub.3 H    H   SO.sub.2 CH.sub.3        Cl                                              1-Methyl-pyrazol-4-yl                                    1.654   CH.sub.3 H    H   SO.sub.2 CH.sub.3        Cl                                              1,3-Dimethyl-pyrazol-5-yl                                1.655   CH.sub.3 H    H   SO.sub.2 CH.sub.3        Cl                                              4-Methyl-oxazol-2-yl                                     1.656   CH.sub.3 H    H   SO.sub.2 CH.sub.3        Cl                                              5-Methylthio-thiazol-2-yl                                1.657   CH.sub.3 H    H   SO.sub.2 CH.sub.3        Cl                                              4-Methoxy-1-methyl-pyrazol-5-yl                          1.656   CH.sub.3 H    H   SO.sub.2 CH.sub.3        Cl                                              3-Cyclopropyl-isoxazol-5-yl                              1.659   CH.sub.3 H    H   SO.sub.2 CH.sub.3        Cl                                              3-Isopropyl-isoxazol-5-yl                                1.660   CH.sub.3 H    H   SO.sub.2 CH.sub.3        Cl                                              (3-Methyl-phenyl)-thiazol-2-yl                           1.661   CH.sub.3 H    H   SO.sub.2 CH.sub.3        Cl                                              5-Methyl-thiazol-2-yl                                    1.662   CH.sub.3 H    H   SO.sub.2 CH.sub.3        Cl                                              4-Bromo-2-thienyl                                        1.663   CH.sub.3 H    H   SO.sub.2 CH.sub.3        Cl                                              5-Methyl-2-thienyl                                       1.664   CH.sub.3 H    H   SO.sub.2 CH.sub.3        Cl                                              4-Methyl-2-thienyl                                       1.665   CH.sub.3 H    H   SO.sub.2 CH.sub.3        Cl                                              4-Methyl-thiazol-2-yl                                    1.666   CH.sub.3 H    H   SO.sub.2 CH.sub.3        Cl                                              4-Chloro-thiazol-2-yl                                    1.667   CH.sub.3 H    H   SO.sub.2 CH.sub.3        Cl                                              4,5-Dimethyl-thiazol-2-yl                                1.668   CH.sub.3 H    H   SO.sub.2 CH.sub.3        Cl                                              4-Phenyl-thiazol-2-yl                                    1.669   CH.sub.3 H    H   SO.sub.2 CH.sub.3        Cl                                              2-Methoxy-thiazol-5-yl                                   1.670   CH.sub.3 H    H   SO.sub.2 CH.sub.3        Cl                                              4-Methyl-2-pyridyl                                       1.671   CH.sub.3 H    H   SO.sub.2 CH.sub.3        Cl                                              6-(2-Methoxyethyl)-2-pyridyl                             1.672    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            6-Methylt                           hio-2-pyridyl                                            1.673    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            6-Methoxy                           -3-pyridyl                                               1.674    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            6-Methoxy                           -2-pyridyl                                               1.675    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            6-Methyl-                           2-pyridyl                                                1.676    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            6-(2,2,2-                           Trifluoroethoxy)-2-pyridyl                               1.677    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            6-(2,2,2-                           Trifluoroethoxy)-3-pyridyl                               1.678    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            5-Pyrimid                           inyl                                                     1.679    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            6-Dimethy                           lamino-3-pyridyl                                         1.680    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            1,2,4-Thi                           adiazol-5-yl                                             1.681    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            3-Ethoxyc                           arbonyl-1-methyl-pyrazol-5-yl                            1.682    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            2-Methylt                           hio-pyrimidin-5-yl                                       1.683    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            2-Pyrimid                           inyl                                                     1.684    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            2-Methylt                           hio-pyrimidin-4-yl                                       1.685    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            5-Methylt                           hio-1,3,4-thiadiazol-2-yl                                1.686    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            5-Methoxy                           -1,3,4-thiadiazol-2-yl                                   1.687    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            4,5-Dihyd                           ro-thiazol-2-yl                                          1.688    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            5-Methyl-                           oxazol-2-yl                                              1.689    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            5-Phenyl-                           oxazol-2-yl                                              1.690    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            2-Methyl-                           oxazol-5-yl                                              1.691    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            2-Phenyl-                           oxazol-5-yl                                              1.692    CH.sub.3 H   H   SO.sub.2 CH.sub.3      Cl            2-Methyl-                           1,3,4-oxa-diazol-5-yl                                    1.693     CH.sub.3 H   H  SO.sub.2 CH.sub.3         Cl                                             2-Phenyl-1,3,4-oxa-diazol-5-yl                           1.694     CH.sub.3 H   H  SO.sub.2 CH.sub.3         Cl                                             5-Trifluoromethyl-1,2,4-oxadiazol-3-yl                   1.695     CH.sub.3 H   H  SO.sub.2 CH.sub.3         Cl                                             5-Methyl-1,2,4-oxadiazol-3-yl                            1.696     CH.sub.3 H   H  SO.sub.2 CH.sub.3         Cl                                             5-Phenyl-1,2,4-oxadiazol-3-yl                            1.697     CH.sub.3 H   H  SO.sub.2 CH.sub.3         Cl                                             5-Phenyl-isoxazol-3-yl                                   1.698     CH.sub.3 H   H  SO.sub.2 CH.sub.3         Cl                                             1-(4-Chlorophenyl)-1,2,4-triazol-2-yl                    1.699     CH.sub.3 H   H  SO.sub.2 CH.sub.3         Cl                                             5-Cyano-4,5-dihydro-isoxazol-3-yl                        1.700     CH.sub.3 H   H  SO.sub.2 CH.sub.3         Cl                                             5,6-Dihydro-4H-1,3-thiazin-2-yl                          1.701     CH.sub.3 H   H  SO.sub.2 CH.sub.3         Cl                                             1,3-Dithiolan-2-yl                                       1.702     CH.sub.3 H   H  SO.sub.2 CH.sub.3         Cl                                             1,3-Dioxolan-2yl                                         1.703     CH.sub.3 H   H  SO.sub.2 CH.sub.3         Cl                                             1,3-Dithian-2-yl                                         1.704     CH.sub.3 H   H  SO.sub.2 CH.sub.3         Cl                                             1,3-Dioxan-2-yl                                          1.705     CH.sub.3 H   H  SO.sub.2 CH.sub.3         Cl                                             1,3-Oxathiolan-2-yl                                      1.706     CH.sub.3 H   H  SO.sub.2 CH.sub.3         Cl                                             1,2,4-Triazol-1-yl                                       1.707     CH.sub.3 H   H  SO.sub.2 CH.sub.3         Cl                                             3-Methyl-1,2,4-thiadiazol-5-yl                           1.708     CH.sub.3 H   H  SO.sub.2 CH.sub.3         Cl                                             1,2,4-Thiadiazol-5-yl                                    1.709     CH.sub.3 H   H  SO.sub.2 CH.sub.3         Cl                                             Thiazolin-4,5-dion-2-yl                                  1.710     CH.sub.3 H   H  SO.sub.2 CH.sub.3         Cl                                             3-Oxo-3-H-1,2,4-dithiazol-5-yl                           1.711     CH.sub.3 H   H  SO.sub.2 CH.sub.3         Cl                                             2-Oxo-2-H-1,3,4-dithiazol-5-yl                           1.712     CH.sub.3 H   H  SO.sub.2 CH.sub.3         CH.sub.3                                       2-Thienyl                                                1.713     CH.sub.3 H   H  SO.sub.2 CH.sub.3         CH.sub.3                                       3-Thienyl                                                1.714   CH.sub.3 H    H   SO.sub.2 CH.sub.3        CH.sub.3                                        2-Furyl                                                  1.715   CH.sub.3 H    H   SO.sub.2 CH.sub.3        CH.sub.3                                        3-Furyl                                                  1.716   CH.sub.3 H    H   SO.sub.2 CH.sub.3        CH.sub.3                                        3-Methyl-isoxazol-5-yl                                   1.717   CH.sub.3 H    H   SO.sub.2 CH.sub.3        CH.sub.3                                        5-Thiazolyl                                              1.718   CH.sub.3 H    H   SO.sub.2 CH.sub.3        CH.sub.3                                        4-Thiazolyl                                              1.719   CH.sub.3 H    H   SO.sub.2 CH.sub.3        CH.sub.3                                        2-Thiazolyl                                              1.720   CH.sub.3 H    H   SO.sub.2 CH.sub.3        CH.sub.3                                        3-Methyl-isothiazol-5-yl                                 1.721   CH.sub.3 H    H   SO.sub.2 CH.sub.3        CH.sub.3                                        3-Isoxazolyl                                             1.722   CH.sub.3 H    H   SO.sub.2 CH.sub.3        CH.sub.3                                        5-Phenyl-thiazol-2-yl                                    1.723   CH.sub.3 H    H   SO.sub.2 CH.sub.3        CH.sub.3                                        2-Pyridyl                                                1.724   CH.sub.3 H    H   SO.sub.2 CH.sub.3        CH.sub.3                                        3-Pyridyl                                                1.725   CH.sub.3 H    H   SO.sub.2 CH.sub.3        CH.sub.3                                        4-Pyridyl                                                1.726   CH.sub.3 H    H   SO.sub.2 CH.sub.3        CH.sub.3                                        1-Methyl-2-pyrrolyl                                      1.727   CH.sub.3 H    H   SO.sub.2 CH.sub.3        CH.sub.3                                        1-Methyl-1,2,4-triazol-5-yl                              1.728   CH.sub.3 H    H   SO.sub.2 CH.sub.3        CH.sub.3                                        2-Benzthiazolyl                                          1.729   CH.sub.3 H    H   SO.sub.2 CH.sub.3        CH.sub.3                                        2-Quinolyl                                               1.730   CH.sub.3 H    H   SO.sub.2 CH.sub.3        CH.sub.3                                        1-Methyl-benziniidazol-2-yl                              1.731   CH.sub.3 H    H   SO.sub.2 CH.sub.3        CH.sub.3                                        2-oxazolyl                                               1.732   CH.sub.3 H    H   SO.sub.2 CH.sub.3        CH.sub.3                                        1-Phenyl-pyrazol-5-yl                                    1.733   CH.sub.3 H    H   SO.sub.2 CH.sub.3        CH.sub.3                                        1-Methyl-pyrazol-3-yl                                    1.734   CH.sub.3 H    H   SO.sub.2 CH.sub.3        CH.sub.3                                        1-Methyl-pyrazol-5-yl                                    1.735    CH.sub.3 H   H  SO.sub.2 CH.sub.3       CH.sub.3                                          1,3-Dimethyl-pyrazol-3-yl                                1.736    CH.sub.3 H   H  SO.sub.2 CH.sub.3       CH.sub.3                                          1-Phenyl-pyrazol-3-yl                                    1.737    CH.sub.3 H   H  SO.sub.2 CH.sub.3       CH.sub.3                                          1,4-Dimethyl-pyrazol-5-yl                                1.738    CH.sub.3 H   H  SO.sub.2 CH.sub.3       CH.sub.3                                          1,3-Dimethyl-pyrazol-4-yl                                1.739    CH.sub.3 H   H  SO.sub.2 CH.sub.3       CH.sub.3                                          1,5-Dimethyl-pyrazol-4-yl                                1.740    CH.sub.3 H   H  SO.sub.2 CH.sub.3       CH.sub.3                                          1-Methyl-pyrazol-4-yl                                    1.741    CH.sub.3 H   H  SO.sub.2 CH.sub.3       CH.sub.3                                          1,3-Dimethyl-pyrazol-5-yl                                1.742    CH.sub.3 H   H  SO.sub.2 CH.sub.3       CH.sub.3                                          4-Methyl-oxazol-2-yl                                     1.743    CH.sub.3 H   H  SO.sub.2 CH.sub.3       CH.sub.3                                          5-Methylthio-thiazol-2-yl                                1.744    CH.sub.3 H   H  SO.sub.2 CH.sub.3       CH.sub.3                                          4-Methoxy-1-methyl-pyrazol-5-yl                          1.745    CH.sub.3 H   H  SO.sub.2 CH.sub.3       CH.sub.3                                          3-Cyclopropyl-isoxazol-5-yl                              1.746    CH.sub.3 H   H  SO.sub.2 CH.sub.3       CH.sub.3                                          3-Isopropyl-isoxazol-5-yl                                1.747    CH.sub.3 H   H  SO.sub.2 CH.sub.3       CH.sub.3                                          (3-Methyl-phenyl)-thiazol-2-yl                           1.748    CH.sub.3 H   H  SO.sub.2 CH.sub.3       CH.sub.3                                          5-Methyl-thiazol-2-yl                                    1.749    CH.sub.3 H   H  SO.sub.2 CH.sub.3       CH.sub.3                                          4-Bromo-2-thienyl                                        1.750    CH.sub.3 H   H  SO.sub.2 CH.sub.3       CH.sub.3                                          5-Methyl-2-thienyl                                       1.751    CH.sub.3 H   H  SO.sub.2 CH.sub.3       CH.sub.3                                          4-Methyl-2-thienyl                                       1.752    CH.sub.3 H   H  SO.sub.2 CH.sub.3       CH.sub.3                                          4-Methyl-thiazol-2-yl                                    1.753    CH.sub.3 H   H  SO.sub.2 CH.sub.3       CH.sub.3                                          4-Chloro-thiazol-2-yl                                    1.754    CH.sub.3 H   H  SO.sub.2 CH.sub.3       CH.sub.3                                          4-5-Dimethyl-thiazol-2-yl                                1.755    CH.sub.3 H   H  SO.sub.2 CH.sub.3       CH.sub.3                                          4-Phenyl-thiazol-2-yl                                    1.756    CH.sub.3 H   H   SO.sub.2 CH.sub.3       CH.sub.3                                         2-Methoxy-thiazol-5-yl                                   1.757    CH.sub.3 H   H   SO.sub.2 CH.sub.3       CH.sub.3                                         4-Methyl-2-pyridyl                                       1.758    CH.sub.3 H   H   SO.sub.2 CH.sub.3       CH.sub.3                                         6-(2-Methoxyethyl)-2-pyridyl                             1.759    CH.sub.3 H   H   SO.sub.2 CH.sub.3       CH.sub.3                                         6-Methylthio-2-pyridyl                                   1.760    CH.sub.3 H   H   SO.sub.2 CH.sub.3       CH.sub.3                                         6-Methoxy-3-pyridyl                                      1.761    CH.sub.3 H   H   SO.sub.2 CH.sub.3       CH.sub.3                                         6-Methoxy-2-pyridyl                                      1.762    CH.sub.3 H   H   SO.sub.2 CH.sub.3       CH.sub.3                                         6-Methyl-2-pyridyl                                       1.763    CH.sub.3 H   H   SO.sub.2 CH.sub.3       CH.sub.3                                         6-(2,2,2-Trifluoroethoxy)-2-pyridyl                      1.764    CH.sub.3 H   H   SO.sub.2 CH.sub.3       CH.sub.3                                         6-(2,2,2-Trifluoroethoxy)-3-pyridyl                      1.765    CH.sub.3 H   H   SO.sub.2 CH.sub.3       CH.sub.3                                         5-Pyrimidinyl                                            1.766    CH.sub.3 H   H   SO.sub.2 CH.sub.3       CH.sub.3                                         6-Dimethylamino-3-pyridyl                                1.767    CH.sub.3 H   H   SO.sub.2 CH.sub.3       CH.sub.3                                         1,2,4-Thiadiazol-5-yl                                    1.768    CH.sub.3 H   H   SO.sub.2 CH.sub.3       CH.sub.3                                         3-Ethoxycarbonyl-1-methyl-pyrazol-5-yl                   1.769    CH.sub.3 H   H   SO.sub.2 CH.sub.3       CH.sub.3                                         2-Methylthio-pyrimidin-5-yl                              1.770    CH.sub.3 H   H   SO.sub.2 CH.sub.3       CH.sub.3                                         2-Pyrimidinyl                                            1.771    CH.sub.3 H   H   SO.sub.2 CH.sub.3       CH.sub.3                                         2-Methylthio-pyrimidin-4-yl                              1.772    CH.sub.3 H   H   SO.sub.2 CH.sub.3       CH.sub.3                                         5-Methylthio-1,3,4-thiadiazol-2-yl                       1.773    CH.sub.3 H   H   SO.sub.2 CH.sub.3       CH.sub.3                                         5-Methoxy-1,3,4-thiadiazol-2-yl                          1.774    CH.sub.3 H   H   SO.sub.2 CH.sub.3       CH.sub.3                                         4,5-Dihydro-thiazol-2-yl                                 1.775    CH.sub.3 H   H   SO.sub.2 CH.sub.3       CH.sub.3                                         5-Methyl-oxazol-2-yl                                     1.776    CH.sub.3 H   H   SO.sub.2 CH.sub.3       CH.sub.3                                         5-Phenyl-oxazol-2-yl                                     1.777    CH.sub.3  H   H   SO.sub.2 CH.sub.3        CH.sub.3                                       2-Methyl-oxazol-5-yl                                     1.778    CH.sub.3  H   H   SO.sub.2 CH.sub.3        CH.sub.3                                       2-Phenyl-oxazol-5-yl                                     1.779    CH.sub.3  H   H   SO.sub.2 CH.sub.3        CH.sub.3                                       2-Methyl-1,3,4-oxa-diazol-5-yl                           1.780    CH.sub.3  H   H   SO.sub.2 CH.sub.3        CH.sub.3                                       2-Phenyl-1,3,4-oxa-diazol-5-yl                           1.781    CH.sub.3  H   H   SO.sub.2 CH.sub.3        CH.sub.3                                       5-Trifluoromethyl-1,2,4-oxadiazol-3-yl                   1.782    CH.sub.3  H   H   SO.sub.2 CH.sub.3        CH.sub.3                                       5-Methyl-1,2,4-oxadiazol-3-yl                            1.783    CH.sub.3  H   H   SO.sub.2 CH.sub.3        CH.sub.3                                       5-Phenyl-1,2,4-oxadiazol-3-yl                            1.784    CH.sub.3  H   H   SO.sub.2 CH.sub.3        CH.sub.3                                       5-Phenyl-isoxazol-3-yl                                   1.785    CH.sub.3  H   H   SO.sub.2 CH.sub.3        CH.sub.3                                       1-(4-Chlorophenyl)-1,2,4-triazol-2-yl                    1.786    CH.sub.3  H   H   SO.sub.2 CH.sub.3        CH.sub.3                                       5-Cyano-4,5-dihydro-isoxazol-3-yl                        1.787    CH.sub.3  H   H   SO.sub.2 CH.sub.3        CH.sub.3                                       5,6-Dihydro-4H-1,3-thiazin-2-yl                          1.789    CH.sub.3  H   H   SO.sub.2 CH.sub.3        CH.sub.3                                       1,3-Dithiolan-2-yl                                       1.789    CH.sub.3  H   H   SO.sub.2 CH.sub.3        CH.sub.3                                       1,3-Dioxolan-2-yl                                        1.790    CH.sub.3  H   H   SO.sub.2 CH.sub.3        CH.sub.3                                       1,3-Dithian-2-yl                                         1.791    CH.sub.3  H   H   SO.sub.2 CH.sub.3        CH.sub.3                                       1,3-Dioxan-2-yl                                          1.792    CH.sub.3  H   H   SO.sub.2 CH.sub.3        CH.sub.3                                       1,3-Oxathiolan-2-yl                                      1.793    CH.sub.3  H   H   SO.sub.2 CH.sub.3        CH.sub.3                                       1,2,4-Triazol-1-yl                                       1.794    CH.sub.3  H   H   SO.sub.2 CH.sub.3        CH.sub.3                                       3-Methyl-1,2,4-thiadiazol-5-yl                           1.795    CH.sub.3  H   H   SO.sub.2 CH.sub.3        CH.sub.3                                       1,2,4-Thiadiazol-5-yl                                    1.796    CH.sub.3  H   H   SO.sub.2 CH.sub.3        CH.sub.3                                       Thiazoline-4,5-dion-2-yl                                 1.797    CH.sub.3  H   H   SO.sub.2 CH.sub.3        CH.sub.3                                       3-Oxo-3-H-1,2,4-dithiazol-5-yl                           1.798      CH.sub.3 H     H   SO.sub.2 CH.sub.3        CH.sub.3                                       2-Oxo-2-H-113,4-dithiazol-5-yl                        1.799      CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                       2-Thienyl                                         1.800      CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                       3-Thienyl                                         1 801      CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                       2-Furyl                                           1.802      CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                      3-Furyl                                            1.803      CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                       3-Methyl-isoxazol-5-yl                            1.804      CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                       5-Thiazolyl                                       1.805      CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                       4-Thiazolyl                                       1.806      CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                       2-Thiazolyl                                       1.807      CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                       3-Methyl-isothiazol-5-yl                          1.808      CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                       3-Isoxazolyl                                      1.809      CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                       5-Phenyl-thiazol-2-yl                             1.810      CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                       2-Pyridyl                                         1.811      CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                       3-Pyridyl                                         1.812      CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                       4-Pyridyl                                         1.813      CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                       1-Methyl-2-pyrrolyl                               1.814      CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                       1-Methyl-1,2,4-triazol-5-yl                       1.815      CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                       2-Benzthiazolyl                                   1.816      CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                       2-Quinolyl                                        1.817      CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                       1-Methyl-benzimidazol-2-yl                        1.818      CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                       2-Oxazolyl                                        1.819   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       CH.sub.3                                      1-Phenyl-pyrazol-5-yl                                   1.820   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       CH.sub.3                                      1-Methyl-pyrazol-3-yl                                   1.821   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       CH.sub.3                                      1-Methyl-pyrazol-5-yl                                   1.822   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       CH.sub.3                                      1,3-Dimethyl-pyrazol-3-yl                               1.823   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       CH.sub.3                                      1-Phenyl-pyrazol-3-yl                                   1.824   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       CH.sub.3                                      1,4-Dimethyl-pyrazol-5-yl                               1.825   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       CH.sub.3                                      1,3-Dimethyl-pyrazol-4-yl                               1.826   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       CH.sub.3                                      1,5-Dimethyl-pyrazol-4-yl                               1.827   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       CH.sub.3                                      1-Methyl-pyrazol-4-yl                                   1.828   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       CH.sub.3                                      1,3-Dimethyl-pyrazol-5-yl                               1.829   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       CH.sub.3                                      4-Methyl-oxazol-2-yl                                    1.830   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       CH.sub.3                                      5-Methylthio-thiazol-2-yl                               1.831   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       CH.sub.3                                      4-Methoxy-1-methyl-pyrazol-5-yl                         1.832   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       CH.sub.3                                      3-Cyclopropyl-isoxazol-5-yl                             1.833   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       CH.sub.3                                      3-Isopropyl-isoxazol-5-yl                               1.834   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       CH.sub.3                                      (3-Methyl-phenyl)-thiazol-2-yl                          1.835   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       CH.sub.3                                      5-Methyl-thiazol-2-yl                                   1.836   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       CH.sub.3                                      4-Bromo-2-thienyl                                       1.837   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       CH.sub.3                                      5-Methyl-2-thienyl                                      1.838   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       CH.sub.3                                      4-Methyl-2-thienyl                                      1.839   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       CH.sub.3                                      4-Methyl-thiazol-2-yl                                   1.840    CH.sub.3 CH.sub.3 H  SO.sub.2 CH.sub.3       CH.sub.3                                     4-Chloro-thiazol-2-yl                                    1.841    CH.sub.3 CH.sub.3 H  SO.sub.2 CH.sub.3       CH.sub.3                                     4,5-Dimethyl-thiazol-2-yl                                1.842    CH.sub.3 CH.sub.3 H  SO.sub.2 CH.sub.3       CH.sub.3                                     4-Phenyl-thiazol-2-yl                                    1.843    CH.sub.3 CH.sub.3 H  SO.sub.2 CH.sub.3       CH.sub.3                                     2-Methoxy-thiazol-5-yl                                   1.844    CH.sub.3 CH.sub.3 H  SO.sub.2 CH.sub.3       CH.sub.3                                     4-Methyl-2-pyridyl                                       1.845    CH.sub.3 CH.sub.3 H  SO.sub.2 CH.sub.3       CH.sub.3                                     6-(2-Methoxyethyl)-2-pyridyl                             1.846    CH.sub.3 CH.sub.3 H  SO.sub.2 CH.sub.3       CH.sub.3                                     6-Methylthio-2-pyridyl                                   1.847    CH.sub.3 CH.sub.3 H  SO.sub.2 CH.sub.3       CH.sub.3                                     6-Methoxy-3-pyridyl                                      1.848    CH.sub.3 CH.sub.3 H  SO.sub.2 CH.sub.3       CH.sub.3                                     6-Methoxy-2-pyridyl                                      1.849    CH.sub.3 CH.sub.3 H  SO.sub.2 CH.sub.3       CH.sub.3                                     6-Methyl-2-pyridyl                                       1.850    CH.sub.3 CH.sub.3 H  SO.sub.2 CH.sub.3       CH.sub.3                                     6-(2,2,2-Trifluoroethoxy)-2-pyridyl                      1.851    CH.sub.3 CH.sub.3 H  SO.sub.2 CH.sub.3       CH.sub.3                                     6-(2,2,2-Trifluoroethoxy)-3-pyridyl                      1.852    CH.sub.3 CH.sub.3 H  SO.sub.2 CH.sub.3       CH.sub.3                                     5-Pyrimidinyl                                            1.853    CH.sub.3 CH.sub.3 H  SO.sub.2 CH.sub.3       CH.sub.3                                     6-Dimethylamino-3-pyridyl                                1.854    CH.sub.3 CH.sub.3 H  SO.sub.2 CH.sub.3       CH.sub.3                                     1,2,4-Thiadiazol-5-yl                                    1.855    CH.sub.3 CH.sub.3 H  SO.sub.2 CH.sub.3       CH.sub.3                                     3-Ethoxycarbonyl-1-methyl-pyrazol-5-yl                   1.856    CH.sub.3 CH.sub.3 H  SO.sub.2 CH.sub.3       CH.sub.3                                     2-Methylthio-pyrimidin-5-yl                              1.857    CH.sub.3 CH.sub.3 H  SO.sub.2 CH.sub.3       CH.sub.3                                     2-Pyrimidinyl                                            1.858    CH.sub.3 CH.sub.3 H  SO.sub.2 CH.sub.3       CH.sub.3                                     2-Methylthio-pyrimidin-4-yl                              1.859    CH.sub.3 CH.sub.3 H  SO.sub.2 CH.sub.3       CH.sub.3                                     5-Methylthio-1,3,4-thiadiazol-2-yl                       1.860    CH.sub.3 CH.sub.3 H  SO.sub.2 CH.sub.3       CH.sub.3                                     5-Methoxy-1,3,4-thiadiazol-2-yl                          1.861    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                      4,5-Dihydro-thiazol-2-yl                             1.862    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                      5-Methyl-oxazol-2-yl                                 1.863    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                      5-Phenyl-oxazol-2-yl                                 1.864    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                      2-Methyl-oxazol-5-yl                                 1.865    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                      2-Phenyl-oxazol-5-yl                                 1.866    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                      2-Methyl-1,3,4-oxa-diazol-5-yl                       1.867    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                      2-Phenyl-1,3,4-oxa-diazol-5-yl                       1.868    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                      5-Trifluoromethyl-1,2,4-oxadiazol-3-yl                                     1.869    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3                                   CH.sub.3           5-Methyl-1,2,4-oxadiazol-                           3-yl                                                     1.870    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                      5-Phenyl-1,2,4-oxadiazol-3-yl                        1.671    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                      5-Phenyl-isoxazol-3-yl                               1.872    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                      1-(4-Chlorophenyl)-1,2,4-triazol-2-yl                1.873    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                      5-Cyano-4,5-dihydro-isoxazol-3-yl                    1.874    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                      5,6-Dihydro-4H-1,3-thiazin-2-yl                      1.875    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                      1,3-Dithiolan-2-yl                                   1.876    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                      1,3-Dioxolan-2-yl                                    1.877    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                      1,3-Dithian-2-yl                                     1.878    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                      1,3-Dioxan-2-yl                                      1.879    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                      1,3-Oxathiolan-2-yl                                  1.880    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                      1,2,4-Triazol-1-yl                                   1.881    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        CH.sub.3                                      3-Methyl-1,2,4-thiadiazol-5-yl                       1.882    CH.sub.3  CH.sub.3 H  SO.sub.2 CH.sub.3         CH.sub.3                                      1,2,4-Thiadiazol-5-yl                                1.883    CH.sub.3  CH.sub.3 H  SO.sub.2 CH.sub.3         CH.sub.3                                      Thiazoline-4,5-dion-2-yl                             1.884    CH.sub.3  CH.sub.3 H  SO.sub.2 CH.sub.3         CH.sub.3                                      3-Oxo-3-H-1,2,4-dithiazol-5-yl                       1.885    CH.sub.3  CH.sub.3 H  SO.sub.2 CH.sub.3         CH.sub.3                                      2-Oxo-2-H-1,3,4-dithiazoi-5-yl                       1.886    CH.sub.3  CH.sub.3 H  SO.sub.2 CH.sub.3         Cl                                        2-Thienyl                                                1.887    CH.sub.3  CH.sub.3 H  SO.sub.2 CH.sub.3         Cl                                        3-Thienyl                                                1.888    CH.sub.3  CH.sub.3 H  SO.sub.2 CH.sub.3         Cl                                        2-Furyl                                                  1.889    CH.sub.3  CH.sub.3 H  SO.sub.2 CH.sub.3         Cl                                        3-Furyl                                                  1.890    CH.sub.3  CH.sub.3 H  SO.sub.2 CH.sub.3         Cl                                        3-Methyl-isoxazol-5-yl                                   1.891    CH.sub.3  CH.sub.3 H  SO.sub.2 CH.sub.3         Cl                                        5-Thiazolyl                                              1.892    CH.sub.3  CH.sub.3 H  SO.sub.2 CH.sub.3         Cl                                        4-Thiazolyl                                              1.893    CH.sub.3  CH.sub.3 H  SO.sub.2 CH.sub.3         Cl                                        2-Thiazolyl                                              1.894    CH.sub.3  CH.sub.3 H  SO.sub.2 CH.sub.3         Cl                                        3-Methyl-isothiazol-5-yl                                 1.895    CH.sub.3  CH.sub.3 H  SO.sub.2 CH.sub.3         Cl                                        3-Isoxazolyl                                             1.896    CH.sub.3  CH.sub.3 H  SO.sub.2 CH.sub.3         Cl                                        5-Phenyl-thiazol-2-yl                                    1.897    CH.sub.3  CH.sub.3 H  SO.sub.2 CH.sub.3         Cl                                        2-Pyridyl                                                1.898    CH.sub.3  CH.sub.3 H  SO.sub.2 CH.sub.3         Cl                                        3-Pyridyl                                                1.899    CH.sub.3  CH.sub.3 H  SO.sub.2 CH.sub.3         Cl                                        4-Pyridyl                                                1.900    CH.sub.3  CH.sub.3 H  SO.sub.2 CH.sub.3         Cl                                        1-Methyl-2-pyrrolyl                                      1.901    CH.sub.3  CH.sub.3 H  SO.sub.2 CH.sub.3         Cl                                        1-Methyl-1,2,4-triazol-5-yl                              1.902    CH.sub.3  CH.sub.3 H  SO.sub.2 CH.sub.3         Cl                                        2-Benzthiazolyl                                          1.903    CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        Cl                                         2-Quinolyl                                               1.904    CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        Cl                                         1-Methyl-benzimidazol-2-yl                               1.905    CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        Cl                                         2-Oxazolyl                                               1.906    CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        Cl                                         1-Phenyl-pyrazol-5-yl                                    1.907    CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        Cl                                         1-Methyl-pyrazol-3-yl                                    1.908    CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        Cl                                         1-Methyl-pyrazol-5-yl                                    1.909    CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        Cl                                         1,3-Dimethyl-pyrazol-3-yl                                1.910    CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        Cl                                         1-Phenyl-pyrazol-3-yl                                    1.911    CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        Cl                                         1,4-Dimethyl-pyrazol-5-yl                                1.912    CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        Cl                                         1,3-Dimethyl-pyrazol-4-yl                                1.913    CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        Cl                                         1,5-Dimethyl-pyrazol-4-yl                                1.914    CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        Cl                                         1-Methyl-pyrazol-4-yl                                    1.915    CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        Cl                                         1,3-Dimethyl-pyrazol-5-yl                                1.916    CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        Cl                                         4-Methyl-oxazol-2-yl                                     1.917    CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        Cl                                         5-Methylthio-thiazol-2-yl                                1.918    CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        Cl                                         4-Methoxy-1-methyl-pyrazol-5-yl                          1.919    CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        Cl                                         3-Cyclopropyl-isoxazol-5-yl                              1.920    CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        Cl                                         3-Isopropyl-isoxazol-5-yl                                1.921    CH.sub.3 CH.sub.3  H  SO.sub.2 CH.sub.3        Cl                                         (3-Methyl-phenyl)-thiazol-2-yl                           1.922    CH.sub.3 CH.sub.3  H  SO.sub.2 CH.sub.3        Cl                                         5-Methyl-thiazol-2-yl                                    1.923    CH.sub.3 CH.sub.3  H  SO.sub.2 CH.sub.3        Cl                                         4-Bromo-2-thienyl                                        1.924    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3       Cl                                         5-Methyl-2-thienyl                                       1.925    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3       Cl                                         4-Methyl-2-thienyl                                       1.926    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3       Cl                                         4-Methyl-thiazol-2-yl                                    1.927    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3       Cl                                         4-Chloro-thiazol-2-yl                                    1.928    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3       Cl                                         4,5-Dimethyl-thiazol-2-yl                                1.929    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3       Cl                                         4-Phenyl-thiazol-2-yl                                    1.930    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3       Cl                                         2-Methoxy-thiazol-5-yl                                   1.931    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3       Cl                                         4-Methyl-2-pyridyl                                       1.932    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3       Cl                                         6-(2-Methoxyethyl)-2-pyridyl                             1.933    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3       Cl                                         6-Methylthio-2-pyridyl                                   1.934    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3       Cl                                         6-Methoxy-3-pyridyl                                      1.935    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3       Cl                                         6-Methoxy-2-pyridyl                                      1.936    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3       Cl                                         6-Methyl-2-pyridyl                                       1.937    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3       Cl                                         6-(2,2,2-Trifluoroethoxy)-2-pyridyl                      1.938    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3       Cl                                         6-(2,2,2-Trifluoroethoxy)-3-pyridyl                      1.939    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3       Cl                                         5-Pyrimidinyl                                            1.940    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3       Cl                                         6-Dimethylamino-3-pyridyl                                1.941    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3       Cl                                         1,2,4-Thiadiazol-5-yl                                    1.942    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3       Cl                                         3-Ethoxycarbonyl-1-methyl-pyrazol-5-yl                   1.943    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3       Cl                                         2-Methylthio-pyrimidin-5-yl                              1.944    CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3       Cl                                         2-Pyrimidinyl                                            1.945   CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3      Cl                                           2-Methylthio-pyrimidin-4-yl                              1.946   CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3      Cl                                           5-Methylthio-1,3,4-thiadiazol-2-yl                       1.947   CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3      Cl                                           5-Methoxy-1,3,4-thiadiazol-2-yl                          1.948   CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3      Cl                                           4,5-Dihydro-thiazol-2-yl                                 1.949   CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3      Cl                                           5-Methyl-oxazol-2-yl                                     1.950   CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3      Cl                                           5-Phenyl-oxazol-2-yl                                     1.951   CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3      Cl                                           2-Methyl-oxazol-5-yl                                     1.952   CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3      Cl                                           2-Phenyl-oxazol-5-yl                                     1.953   CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3      Cl                                           2-Methyl-1,3,4-oxa-diazol-5-yl                           1.954   CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3      Cl                                           2-Phenyl-1,3,4-oxa-diazol-5-yl                           1.955   CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3      Cl                                           5-Trifluoromethyl-1,2,4-oxadiazol-3-yl                   1.956   CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3      Cl                                           5-Methyl-1,2,4-oxadiazol-3-yl                            1.957   CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3      Cl                                           5-Phenyl-1,2,4-oxadiazol-3-yl                            1.958   CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3      Cl                                           5-Phenyl-isoxazol-3-yl                                   1.959   CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3      Cl                                           1-(4-Chlorophenyl)-1,2,4-triazol-2-yl                    1.960   CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3      Cl                                           5-Cyano-4,5-dihydro-isoxazol-3-yl                        1.961   CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3      Cl                                           5,6-Dihydro-4H-1,3-thiazin-2-yl                          1.962   CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3      Cl                                           1,3-Dithiolan-2-yl                                       1.963   CH.sub.3 CH.sub.3  W   SO.sub.2 CH.sub.3      Cl                                           1,3-Dioxolan-2-yl                                        1.964   CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3      Cl                                           1,3-Dithian-2-yl                                         1.965   CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3      Cl                                           1,3-Dioxan-2-yl                                          1.966   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        Cl                                          1,3-Oxathiolan-2-yl                                      1.967   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        Cl                                          1,2,4-Triazol-1-yl                                       1.968   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        Cl                                          3-Methyl-1,2,4-thiadiazol-5-yl                           1.969   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        Cl                                          1,2,4-Thiadiazol-5-yl                                    1.970   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        Cl                                          Thiazoline-4,5-dion-2-yl                                 1.971   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        Cl                                          3-Oxo-3-H-1,2,4-dithiazol-5-yl                           1.972   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        Cl                                          2-Oxo-2-H-1,3,4-dithiazol-5-yl                           1.973   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        H                                           2-Thienyl                                                1.974   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        H                                           3-Thienyl                                                1.975   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        H                                           2-Furyl                                                  1.976   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        H                                           3-Furyl                                                  1.977   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        H                                           3-Methyl-isoxazol-5-yl                                   1.978   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        H                                           5-Thiazolyl                                              1.979   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        H                                           4-Thiazolyl                                              1.980   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        H                                           2-Thiazolyl.                                             1.981   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        H                                           3-Methyl-isothiazol-5-yl                                 1.982   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        H                                           3-Isoxazolyl                                             1.983   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        H                                           5-Phenyl-thiazol-2-yl                                    1.984   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       H                                            2-Pyridyl                                                1.985   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        H                                           3-Pyridyl                                                1.986   CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3        H                                           4-Pyridyl                                                1.987    CH.sub.3 CH.sub.3 H    SO.sub.2 CH.sub.3        H                                         1-Methyl-2-pyrrolyl                                      1.988    CH.sub.3 CH.sub.3 H    SO.sub.2 CH.sub.3        H                                         1-Methyl-1,2,4-triazol-5-yl                              1.989    CH.sub.3 CH.sub.3 H    SO.sub.2 CH.sub.3        H                                         2-Benzthiazolyl                                          1.990    CH.sub.3 CH.sub.3 H    SO.sub.2 CH.sub.3        H                                         2-Quinolyl                                               1.991    CH.sub.3 CH.sub.3 H    SO.sub.2 CH.sub.3        H                                         1-Methyl-benzimidazol-2-yl                               1.992    CH.sub.3 CH.sub.3 H    SO.sub.2 CH.sub.3        H                                         2-Oxazolyl                                               1.993    CH.sub.3 CH.sub.3 H    SO.sub.2 CH.sub.3        H                                         1-Phenyl-pyrazol-5-yl                                    1.994    CH.sub.3 CH.sub.3 H    SO.sub.2 CH.sub.3        H                                         1-Methyl-pyrazol-3-yl                                    1.995    CH.sub.3 CH.sub.3 H    SO.sub.2 CH.sub.3        H                                         1-Methyl-pyrazol-5-yl                                    1.996    CH.sub.3 CH.sub.3 H    SO.sub.2 CH.sub.3        H                                         1,3-Dimethyl-pyrazol-3-yl                                1.997    CH.sub.3 CH.sub.3 H    SO.sub.2 CH.sub.3        H                                         1-Phenyl-pyrazol-3-yl                                    1.998    CH.sub.3 CH.sub.3 H    SO.sub.2 CH.sub.3        H                                         1,4-Dimethyl-pyrazol-5-yl                                1.999    CH.sub.3 CH.sub.3 H    SO.sub.2 CH.sub.3        H                                         1,3-Dimethyl-pyrazol-4-yl                                1.1000   CH.sub.3 CH.sub.3 H    SO.sub.2 CH.sub.3        H                                         1,5-Dimethyl-pyrazol-4-yl                                1.1001   CH.sub.3 CH.sub.3 H    SO.sub.2 CH.sub.3        H                                         1-Methyl-pyrazol-4-yl                                    1.1002   CH.sub.3 CH.sub.3 H    SO.sub.2 CH.sub.3        H                                         1,3-Dimethyl-pyrazol-5-yl                                1.1003   CH.sub.3 CH.sub.3 H    SO.sub.2 CH.sub.3        H                                         4-Methyl-oxazol-2-yl                                     1.1004   CH.sub.3 CH.sub.3 H    SO.sub.2 CH.sub.3        H                                         5-Methylthio-thiazol-2-yl                                1.1005   CH.sub.3 CH.sub.3 H    SO.sub.2 CH.sub.3        H                                         4-Methoxy-1-methyl-pyrazol-5-yl                          1.1006   CH.sub.3 CH.sub.3 H    SO.sub.2 CH.sub.3        H                                         3-Cyclopropyl-isoxazol-5-yl                              1.1007   CH.sub.3 CH.sub.3 H    SO.sub.2 CH.sub.3        H                                         3-Isopropyl-isoxazol-5-yl                                1.1008  CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3         H                                          (3-Methyl-phenyl)-thiazol-2-yl                           1.1009  CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3         H                                          5-Methyl-thiazol-2-yl                                    1.1010  CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3         H                                          4-Bromo-2-thienyl                                        1.1011  CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3         H                                          5-Methyl-2-thienyl                                       1.1012  CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3         H                                          4-Methyl-2-thienyl                                       1.1013  CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3         H                                          4-Methyl-thiazol-2-yl                                    1.1014  CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3         H                                          4-Chloro-thiazol-2-yl                                    1.1015  CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3         H                                          4,5-Dimethyl-thiazol-2-yl                                1.1016  CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3         H                                          4-Phenyl-thiazol-2-yl                                    1.1017  CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3         H                                          2-Methoxy-thiazol-5-yl                                   1.1018  CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3         H                                          4-Methyl-2-pyridyl                                       1.1019  CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3         H                                          6-(2-Methoxyethyl)-2-pyridyl                             1.1020  CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3         H                                          6-Methylthio-2-pyridyl                                   1.1021  CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3         H                                          6-Methoxy-3-pyridyl                                      1.1022  CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3         H                                          6-Methoxy-2-pyridyl                                      1.1023  CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3         H                                          6-Methyl-2-pyridyl                                       1.1024  CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3         H                                          6-(2,2,2-Trifluoroethoxy)-2-pyridyl                      1.1025  CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3         H                                          6-(2,2,2-Trifluoroethoxy)-3-pyridyl                      1.1026  CH.sub.3 CH.sub.3 H  SO.sub.2 CH.sub.3         H                                           5-Pyrimidinyl                                            1.1027  CH.sub.3 CH.sub.3 H  SO.sub.2 CH.sub.3          H                                          6-Dimethylamino-3-pyridyl                                1.1028  CH.sub.3 CH.sub.3 H  SO.sub.2 CH.sub.3          H                                          1,2,4-Thiadiazol-5-yl                                    1.1029 CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       H                                             3-Ethoxycarbonyl-1-methyl-pyrazol-5-yl                   1.1030 CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       H                                             2-Methylthio-pyrimidin-5-yl                              1.1031 CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       H                                             2-Pyrimidinyl                                            1.1032 CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       H                                             2-Methylthio-pyrimidin-4-yl                              1.1033 CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       H                                             5-Methylthio-1,3,4-thiadiazol-2-yl                       1.1034 CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       H                                             5-Methoxy-1,3,4-thiadiazol-2-yl                          1.1035 CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       H                                             4,5-Dihydro-thiazol-2-yl                                 1.1036 CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       H                                             5-Methyl-oxazol-2-yl                                     1.1037 CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       H                                             5-Phenyl-oxazol-2-yl                                     1.1038 CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       H                                             2-Methyl-oxazol-5-yl                                     1.1039 CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       H                                             2-Phenyl-oxazol-5-yl                                     1.1040 CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       H                                             2-Methyl-1,3,4-oxa-diazol-5-yl                           1.1041 CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       H                                             2-Phenyl-1,3,4-oxa-diazol-5-yl                           1.1042 CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       H                                             5-Trifluoromethyl-1,2,4-oxadiazol-3-yl                   1.1043 CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       H                                             5-Methyl-1,2,4-oxadiazol-3-yl                            1.1044 CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       H                                             5-Phenyl-1,2,4-oxadiazol-3-yl                            1.1045 CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       H                                             5-Phenyl-isoxazol-3-yl                                   1.1046 CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       H                                             1-(4-Chlorophenyl)-1,2,4-triazol-2-yl                    1.1047 CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       H                                             5-Cyano-4,5-dihydro-isoxazol-3-yl                        1.1048 CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       H                                             5,6-Dihydro-4H-1,3-thiazin-2-yl                          1.1049 CH.sub.3 CH.sub.3 H   SO.sub.2 CH.sub.3       H                                             1,3-Dithiolan-2-yl                                       1.1050  CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        H                                          1,3-Dioxolan-2-yl                                        1.1051  CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        H                                          1,3-Dithian-2-yl                                         1.1052  CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        H                                          1,3-Dioxan-2-yl                                          1.1053  CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        H                                          1,3-Oxathiolan-2-yl                                      1.1054  CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        H                                          1,2,4-Triazol-1-yl                                       1.1055  CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        H                                          3-Methyl-1,2,4-thiadiazol-5-yl                           1.1056  CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        H                                          1,2,4-Thiadiazol-5-yl                                    1.1057  CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        H                                          Thiazoline-4,5-dion-2-yl                                 1.1058  CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        H                                          3-Oxo-3-H-1,2,4-dithiazol-5-yl                           1.1059  CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        H                                          2-Oxo-2-H-1,3,4-dithiazol-5-yl                           1.1060  H  H    H   CF.sub.3           Cl            2-Thienyl                1.1061  H  H    H   CF.sub.3           Cl            3-Thienyl                1.1062  H  H    H   CF.sub.3           Cl            2-Furyl                  1.1063  H  H    H   CF.sub.3           Cl            3-Furyl                  1.1064  H  H    H   CF.sub.3           Cl            3-Methyl-isoxazol-5                           -yl                                                      1.1065  H  H    H   CF.sub.3           Cl            5-Thiazolyl                                    1.1066  H  H    H   CF.sub.3           Cl                                       4-Thiazolyl                                           1.1067   H H    H   CF.sub.3           Cl            2-Thiazolyl                                    1.1068   H H    H   CF.sub.3           Cl                                        3-Isoxazolyl                                         1.1069   H H    H   CF.sub.3           Cl             2-Pyridyl                                     1.1070  H   H  H   CF.sub.3           Cl                                        3-Pyridyl                                             1.1071  H    H   H    CF.sub.3           Cl             4-Pyridyl                                   1.1072  H    H   H    CF.sub.3           Cl                                        2-Benzthiazolyl                                    1.1073  H    H   H    CF.sub.3           Cl             2-Quinolyl                                  1.1074  H    H   H    CF.sub.3           Cl                                        4-Methyl-oxazol-2-yl                               1.1075  H    H   H    CF.sub.3           Cl             5-Pyrimidinyl                               1.1076  H    H   H   OCH.sub.3          Cl                                        2-Thienyl                                           1.1077  H    H   H   OCH.sub.3          Cl             3-Thienyl                                    1.1078  H    H   H   OCH.sub.3          Cl                                        2-Furyl                                             1.1079  H    H   H   OCH.sub.3          Cl             3-Furyl                1.1080  H    H   H   OCH.sub.3          Cl             3-Methyl-isoxazol                           -5-yl                                                    1.1081  H    H   H   OCH.sub.3          Cl             5-Thiazolyl                                  1.1082  H    H   H   OCH.sub.3          Cl                                        4-Thiazolyl                                         1.1083  H    H   H   OCH.sub.3          Cl             2-Thiazolyl                                  1.1084  H    H   H   OCH.sub.3          Cl                                        3-Isoxazolyl                                        1.1085  H    H   H   OCH.sub.3          Cl             2-Pyridyl                                    1.1086  H    H   H   OCH.sub.3          Cl                                        3-Pyridyl                                           1.1087  H    H   H   OCH.sub.3          Cl             4-Pyridyl                                    1.1088  H    H   H   OCH.sub.3          Cl                                        2-Benzthiazolyl                                     1.1089  H    H   H   OCH.sub.3          Cl             2-Quinolyl                                   1.1090  H    H   H   OCH.sub.3          Cl                                        4-Methyl-oxazol-2-yl                                1.1091  H    H   H   OCH.sub.3          Cl             5-Pyrimidinyl                                1.1092  H   H   H   OCF.sub.3          Cl                                       2-Thienyl                                             1.1093  H   H   H   OCF.sub.3          Cl            3-Thienyl                1.1094  H   H   H   OCF.sub.3          Cl            2-Furyl                  1.1095  H   H   H   OCF.sub.3          Cl            3-Furyl                  1.1096  H   H   H   OCF.sub.3          Cl            3-Methyl-isoxazol-5                           -yl                                                      1.1097  H   H   H   0CF.sub.3          Cl            5-Thiazolyl                                    1.1098  H   H   H   OCF.sub.3          Cl                                       4-Thiazolyl                                           1.1099  H   H   H   OCF.sub.3          Cl            2-Thiazolyl                                    1.1100  H   H   H   OCF.sub.3          Cl                                       3-Isoxazolyl                                          1.1101  H   H   H   OCF.sub.3          Cl            2-Pyridyl                1.1102  H   H   H   OCF.sub.3          Cl            3-Pyridyl                1.1103  H   H   H   OCF.sub.3          Cl            4-Pyridyl                1.1104  H   H   H   OCF.sub.3          Cl            2-Benzthiazolyl                                1.1105  H   H   H   OCF.sub.3          Cl                                       2-Quinolyl                                            1.1106  H   H   H   OCF.sub.3          Cl            4-Methyl-oxazol-2-y                           l                                                        1.1107  H   H   H   OCF.sub.3          Cl            5-Pyrimidinyl                                  1.1108  H   H   H    SO.sub.2 NHCH.sub.3      Cl                                       2-Thienyl                                      1.1109  H   H   H    SO.sub.2 NHCH.sub.3      Cl            3-Thienyl                               1.1110  H   H   H    SO.sub.2 NHCH.sub.3      Cl                                       2-Furyl                                        1.1111  H   H   H    SO.sub.2 NHCH.sub.3      Cl            3-Furyl                                 1.1112  H   H   H    SO.sub.2 NHCH.sub.3      Cl                                       3-Methyl-isoxazol-5-yl                         1.1113  H    H   H      SO.sub.2 NHCH.sub.3     Cl             5-Thiazol                           yl                                                       1.1114  H    H   H      SO.sub.2 NHCH.sub.3     Cl             4-Thiazol                           yl                                                       1.1115  H    H   H      SO.sub.2 NHCH.sub.3     Cl             2-Thiazol                           yl                                                       1.1116  H    H   H      SO.sub.2 NHCH.sub.3     Cl             3-Isoxazo                           lyl                                                      1.1117  H    H   H      SO.sub.2 NHCH.sub.3     Cl            2-Pyridyi       1.1118  H    H   H      SO.sub.2 NHCH.sub.3     Cl             3-Pyridyi      1.1119  H    H   H      SO.sub.2 NHCH.sub.3     Cl             4-Pyridyi      1.1120  H    H   H      SO.sub.2 NHCH.sub.3     Cl             2-Benzthi                           azolyl                                                   1.1121  H    H   H      SO.sub.2 NHCH.sub.3     Cl             2-Quinoly                           l                                                        1.1122  H    H   H      SO.sub.2 NHCH.sub.3     Cl             4-Methyl-                           oxazol-2-yl                                              1.1123  H    H   H      SO.sub.2 NHCH.sub.3     Cl             5-Pyrimid                           inyl                                                     1.1124  H    H   H    NHSO.sub.2 CH.sub.3     Cl             2-Thienyl                              1.1125  H    H   H    NHSO.sub.2 CH.sub.3     Cl                                        3-Thienyl                                     1.1126  H    H   H    NHSO.sub.2 CH.sub.3     Cl             2-Furyl                                1.1127  H    H  H     NHSO.sub.2 CH.sub.3     Cl                                        3-Furyl                                       1.1128  H    H  H     NHSO.sub.2 CH.sub.3     Cl             3-Methyl-is                           oxazoi-5-yl                                              1.1129  H    H   H    NHSO.sub.2 CH.sub.3     Cl             5-Thiazolyl      1.1130  H    H   H    NHSO.sub.2 CH.sub.3      Cl            4-Thiazolyl      1.1131  H    H   H    NHSO.sub.2 CH.sub.3      Cl            2-Thiazolyl      1.1132  H    H   H    NHSO.sub.2 CH.sub.3      Cl            3-Isoxazoly                           l                                                        1.1133  H    H   H    NHSO.sub.2 CH.sub.3      Cl            2-Pyridyl                              1.1134  H    H   H  NHSO.sub.2 CH.sub.3      Cl                                       3-Pyridyl                                       1.1135  H    H   H  NHSO.sub.2 CH.sub.3      Cl            4-Pyridyl                                1.1136  H    H   H  NHSO.sub.2 CH.sub.3      Cl                                       2-Benzthiazolyl                                 1.1137  H    H   H  NHSO.sub.2 CH.sub.3      Cl            2-Quinolyl                               1.1138  H    H   H  NHSO.sub.2 CH.sub.3      Cl                                       4-Methyl-oxazol-2-yl                            1.1139  H    H   H  NHSO.sub.2 CH.sub.3      Cl            5-Pyrimidinyl      1.1140  H    H   H   OSO.sub.2 CH.sub.3       Cl            2-Thienyl                               1.1141  H    H   H   OSO.sub.2 CH.sub.3       Cl                                       3-Thienyl                                      1.1142  H    H   H   OSO.sub.2 CH.sub.3       Cl            2-Furyl                                 1.1143  H    H   H   OSO.sub.2 CH.sub.3       Cl                                       3-Furyl                                        1.1144  H    H   H   OSO.sub.2 CH.sub.3       Cl            3-Methyl-iso                           xazol-5-yl                                               1.1145  H    H   H   OSO.sub.2 CH.sub.3       Cl            5-Thiazolyl       1.1146  H    H   H   OSO.sub.2 CH.sub.3       Cl            4-Thiazolyl       1.1147  H    H   H   OSO.sub.2 CH.sub.3       Cl            2-Thiazolyl       1.1148  H    H   H   OSO.sub.2 CH.sub.3       Cl            3-Isoxazolyl      1.1149  H    H   H   OSO.sub.2 CH.sub.3       Cl            2-Pyridyl                               1.1150  H    H   H   OSO.sub.2 CH.sub.3       Cl                                       3-Pyridyl                                      1.1151  H    H   H   OSO.sub.2 CH.sub.3       Cl            4-Pyridyl                               1.1152  H    H   H   OSO.sub.2 CH.sub.3       Cl                                       2-Benzthiazolyl                                1.1153  H    H   H   OSO.sub.2 CH.sub.3       Cl            2-Quinolyl                              1.1154  H    H   H   OSO.sub.2 CH.sub.3       Cl                                       4-Methyl-oxazol-2-yl                           1.1155  H    H   H   OSO.sub.2 CH.sub.3       Cl            5-Pyrimidiny                           l                                                        1.1156  H    H   H   OCOCH.sub.3        Cl            2-Thienyl                                     1.1157  H    H   H   OCOCH.sub.3        Cl                                       3-Thienyl                                            1.1158  H    H   H   OCOCH.sub.3        Cl            2-Furyl                 1.1159  H    H   H   OCOCH.sub.3        Cl            3-Furyl                 1.1160  H    H   H   OCOCH.sub.3        Cl            3-Methyl-isoxazol-                           5-yl                                                     1.1161  H    H   H   OCOCH.sub.3        Cl            5-Thiazolyl                                   1.1162  H    H   H   OCOCH.sub.3        Cl                                       4-Thiazolyl                                          1.1163  H    H   H   OCOCH.sub.3        Cl            2-Thiazolyl                                   1.1164  H    H   H   OCOCH.sub.3        Cl                                       3-Isoxazolyl                                         1.1165  H    H   H   OCOCH.sub.3        Cl            2-Pyridyl                                     1.1166  H    H   H   OCOCH.sub.3        Cl                                       3-Pyridyl                                            1.1167  H    H   H   OCOCH.sub.3        Cl            4-Pyridyl                                     1.1168  H    H   H   OCOCH.sub.3        Cl                                       2-Benzthiazolyl                                      1.1169  H    H   H   OCOCH.sub.3        Cl            2-Quinolyl                                    1.1170  H    H   H   OCOCH.sub.3        Cl                                       4-Methyl-oxazol-2-yl                                 1.1171  H    H   H   OCOCH.sub.3        Cl            5-Pyrimidinyl                                 1.1172  H    H   H   SO.sub.2 CH.sub.3                                       OCH.sub.3          2-Thienyl                             1.1173  H    H   H   SO.sub.2 CH.sub.3        OCH.sub.3                                            3-Thienyl                                                1.1174  H    H   H   SO.sub.2 CH.sub.3        OCH.sub.3                                            2-Furyl                                                  1.1175   H   H   H   SO.sub.2 CH.sub.3        OCH.sub.3                                            3-Furyl                                                  1.1176  H    H   H    SO.sub.2 CH.sub.3        OCH.sub.3                                           3-Methyl-isoxazol-5-yl                                   1.1177  H    H   H    SO.sub.2 CH.sub.3        OCH.sub.3                                           5-Thiazolyl                                              1.1178  H    H   H    SO.sub.2 CH.sub.3        OCH.sub.3                                           4-Thiazolyl                                              1.1179  H    H   H    SO.sub.2 CH.sub.3        OCH.sub.3                                           2-Thiazolyl                                              1.1180  H    H   H    SO.sub.2 CH.sub.3        OCH.sub.3                                           3-Isoxazolyl                                             1.1181  H    H   H    SO.sub.2 CH.sub.3        OCH.sub.3                                           2-Pyridyl                                                1.1182  H    H   H    SO.sub.2 CH.sub.3        OCH.sub.3                                           3-Pyridyl                                                1.1183  H    H   H    SO.sub.2 CH.sub.3        OCH.sub.3                                           4-Pyridyl                                                1.1184  H    H   H    SO.sub.2 CH.sub.3        OCH.sub.3                                           2-Benzthiazolyl                                          1.1185  H    H   H    SO.sub.2 CH.sub.3        OCH.sub.3                                           2-Quinolyl                                               1.1186  H    H   H    SO.sub.2 CH.sub.3        OCH.sub.3                                           4-Methyl-oxazol-2-yl                                     1.1187  H    H   H    SO.sub.2 CH.sub.3        OCH.sub.3                                           5-Pyrimidinyl                                            1.1188  H    H   H    SO.sub.2 CH.sub.3         CF.sub.3                                           2-Thienyl                                                1.1189  H    H   H    SO.sub.2 CH.sub.3         CF.sub.3                                           3-Thienyl                                                1.1190  H    H   H    SO.sub.2 CH.sub.3         CF.sub.3                                           2-Furyl                                                  1.1191  H    H   H    SO.sub.2 CH.sub.3         CF.sub.3                                           3-Furyl                                                  1.1192  H    H   H    SO.sub.2 CH.sub.3         CF.sub.3                                           3-Methyl-isoxazol-5-yl                                   1.1193  H    H   H    SO.sub.2 CH.sub.3         CF.sub.3                                           5-Thiazolyl                                              1.1194  H    H   H    SO.sub.2 CH.sub.3         CF.sub.3                                           4-Thiazolyl                                              1.1195  H    H   H    SO.sub.2 CH.sub.3         CF.sub.3                                           2-Thiazolyl                                              1.1196  H    H   H    SO.sub.2 CH.sub.3         CF.sub.3                                           3-Isoxazolyl                                             1.1197  H   H   H   SO.sub.2 CH.sub.3        CF.sub.3                                              2-Pyridyl                                                1.1198  H   H   H   SO.sub.2 CH.sub.3        CF.sub.3                                              3-Pyridyl                                                1.1199  H   H   H   SO.sub.2 CH.sub.3        CF.sub.3                                              4-Pyridyl                                                1.1200  H   H   H   SO.sub.2 CH.sub.3        CF.sub.3                                              2-Benzthiazolyl                                          1.1201  H   H   H   SO.sub.2 CH.sub.3        CF.sub.3                                              2-Quinolyl                                               1.1202  H   H   H   SO.sub.2 CH.sub.3        CF.sub.3                                              4-Methyl-oxazol-2-yl                                     1.1203  H   H   H   SO.sub.2 CH.sub.3        CF.sub.3                                              5-Pyrimidinyl                                            1.1204  H   H   H    SOCH.sub.3         Cl            2-Thienyl                                     1.1205  H   H   H    SOCH.sub.3         Cl                                       3-Thienyl                                            1.1206  H   H   H    SOCH.sub.3         Cl            2-Furyl                 1.1207  H   H   H    SOCH.sub.3         Cl            3-Furyl                 1.1208  H   H   H    SOCH.sub.3         Cl            3-Methyl-isoxazol-                           5-yl                                                     1.1209  H   H   H    SOCH.sub.3         Cl            5-Thiazolyl                                   1.1210  H   H   H    SOCH.sub.3         Cl                                       4-Thiazolyl                                          1.1211  H   H   H    SOCH.sub.3         Cl            2-Thiazolyl                                   1.1212  H   H   H    SOCH.sub.3         Cl                                       3-Isoxazolyl                                         1.1213  H   H   H    SOCH.sub.3         Cl            2-Pyridyl                                     1.1214  H   H   H    SOCH.sub.3         Cl                                       3-Pyridyl                                            1.1215  H   H   H    SOCH.sub.3         Cl            4-Pyridyl                                     1.1216  H   H   H    SOCH.sub.3         Cl                                       2-Benzthiazolyl                                      1.1217  H   H   H    SOCH.sub.3         Cl            2-Quinolyl                                    1.1218  H   H   H  SOCH.sub.3         Cl                                       4-Methyl-oxazol-2-yl                                   1.1219  H   H   H  SOCH.sub.3         Cl            5-Pyriinidinyl                                  1.1220  H   H   H   SCH.sub.3          Cl                                       2-Thienyl                                             1.1221  H   H   H   SCH.sub.3          Cl            3-Thienyl                1.1222  H   H   H   SCH.sub.3          Cl            2-Furyl                  1.1223  H   H   H   SCH.sub.3          Cl            3-Furyl                  1.1224  H   H   H   SCH.sub.3          Cl            3-Methyl-isoxazol-5                           -yl                                                      1.1225  H   H   H   SCH.sub.3          Cl            5-Thiazolyl                                    1.1226  H   H   H   SCH.sub.3          Cl                                       4-Thiazolyl                                           1.1227  H   H   H   SCH.sub.3          Cl            2-Thiazolyl                                    1.1228  H   H   H   SCH.sub.3          Cl                                       3-Isoxazolyl                                          1.1229  H   H   H   SCH.sub.3          Cl            2-Pyridyl                1.1230  H   H   H   SCH.sub.3          Cl            3-Pyridyl                1.1231  H   H   H   SCH.sub.3          Cl            4-Pyridyl                1.1232  H   H   H   SCH.sub.3          Cl            2-Benzthiazolyl                                1.1233  H   H   H   SCH.sub.3          Cl                                       2-Quinolyl                                            1.1234  H   H   H   SCH.sub.3          Cl            4-Methyl-oxazol-2-y                           l                                                        1.1235  H   H   H   SCH.sub.3          Cl            5-Pyrimidinyl                                  1.1236  H   H   H   SO.sub.2 C.sub.2 H.sub.5                                  Cl            2-Thienyl                                 1.1237  H   H   H    SO.sub.2 C.sub.2 H.sub.5       Cl                                             3-Thienyl                                                1.1238  H   H   H    SO.sub.2 C.sub.2 H.sub.5       Cl                                             2-Furyl                                                  1.1239   H   H   H   SO.sub.2 C.sub.2 H.sub.5       Cl                                             3-Furyl                                                  1.1240   H   H   H   SO.sub.2 C.sub.2 H.sub.5       Cl                                             3-Methyl-isoxazol-5-yl                                   1.1241   H   H   H   SO.sub.2 C.sub.2 H.sub.5       Cl                                             5-Thiazolyl                                              1.1242   H   H   H   SO.sub.2 C.sub.2 H.sub.5       Cl                                             4-Thiazolyl                                              1.1243   H   H   H   SO.sub.2 C.sub.2 H.sub.5       Cl                                             2-Thiazolyl                                              1.1244   H   H   H   SO.sub.2 C.sub.2 H.sub.5       Cl                                             3-Isoxazolyl                                             1.1245   H   H   H   SO.sub.2 C.sub.2 H.sub.5       Cl                                             2-Pyridyl                                                1.1246   H   H   H   SO.sub.2 C.sub.2 H.sub.5       Cl                                             3-Pyridyl                                                1.1247   H   H   H   SO.sub.2 C.sub.2 H.sub.5       Cl                                             4-Pyridyl                                                1.1248   H   H   H   SO.sub.2 C.sub.2 H.sub.5       Cl                                             2-Benzthiazolyl                                          1.-249   H   H   H   SO.sub.2 C.sub.2 H.sub.5       Cl                                             2-Quinolyl                                               1.1250   H   H   H   SO.sub.2 C.sub.2 H.sub.5       Cl                                             4-Methyl-oxazol-2-yl                                     1.1251   H   H   H   SO.sub.2 C.sub.2 H.sub.5       Cl                                             5-Pyrimidinyl                                            1.1252   H   H   H   Cl            SO.sub.2 CH.sub.3        2-Thienyl                               1.1253   H   H   H   Cl            SO.sub.2                                  CH.sub.3        3-Thienyl                                1.1254   H   H   H   Cl            SO.sub.2 CH.sub.3        2-Furyl                                 1.1255   H   H   H   Cl            SO.sub.2                                  CH.sub.3        3-Furyl                                  1.1256   H   H   H   Cl            SO.sub.2 CH.sub.3        3-Methyl-iso                           xazol-5-yl                                               1.1257   H   H   H   Cl            SO.sub.2 CH.sub.3        5-Thiazolyl       1.1258   H    H  H   Cl            SO.sub.2 CH.sub.3        4-Thiazolyl       1.1259  H    H  H   Cl             SO.sub.2 CH.sub.3        2-Thiazolyl       1.1260   H    H   H   Cl            SO.sub.2 CH.sub.3         3-Isoxazol                           yl                                                       1.1261   H    H   H   Cl            SO.sub.2 CH.sub.3         2-Pyridyl       1.1262   H    H   H   Cl            SO.sub.2 CH.sub.3         3-Pyridyl       1.1263   H    H   H   Cl            SO.sub.2 CH.sub.3         4-Pyridyi       1.1264   H    H   H   Cl            SO.sub.2 CH.sub.3         2-Benzthia                           zolyl                                                    1.1265   H    H   H   Cl            SO.sub.2 CH.sub.3         2-Quinolyl      1.1266   H    H   H   Cl            SO.sub.2 CH.sub.3         4-Methyl-o                           xazol-2-yi                                               1.1267   H    H   H   Cl            SO.sub.2 CH.sub.3         5-Pyrimidi                           nyl                                                      1.1268   CH.sub.3  CH.sub.3 H   SO.sub.2 C.sub.2 H.sub.5       Cl                                        2-Thienyl                                          1.1269   CH.sub.3  CH.sub.3 H   SO.sub.2 C.sub.2 H.sub.5       Cl                                        3-Thienyl                                          1.1270   CH.sub.3  CH.sub.3 H   SO.sub.2 C.sub.2 H.sub.5       Cl                                        2-Furyl                                            1.1271   CH.sub.3  CH.sub.3 H   SO.sub.2 C.sub.2 H.sub.5       Cl                                        3-Furyl                                            1.1272   CH.sub.3  CH.sub.3 H   SO.sub.2 C.sub.2 H.sub.5       Cl                                        3-Methyl-isoxazol-5-yl                             1.1273   CH.sub.3  CH.sub.3 H   SO.sub.2 C.sub.2 H.sub.5       Cl                                        5-Thiazoiyi                                        1.1274   CH.sub.3  CH.sub.3 H   SO.sub.2 C.sub.2 H.sub.5       Cl                                        4-Thiazolyl                                        1.1275   CH.sub.3  CH.sub.3 H   SO.sub.2 C.sub.2 H.sub.5       Cl                                        2-Thiazolyl                                        1.1276   CH.sub.3  CH.sub.3 H   SO.sub.2 C.sub.2 H.sub.5       Cl                                        3-Isoxazolyl                                       1.1277   CH.sub.3  CH.sub.3  H  SO.sub.2 C.sub.2 H.sub.5       Cl                                        2-Pyridyl                                          1.1278   CH.sub.3  CH.sub.3  H  SO.sub.2 C.sub.2 H.sub.5        Cl                                       3-Pyridyl                                          1.1279   CH.sub.3  CH.sub.3  H  SO.sub.2 C.sub.2 H.sub.5       Cl                                       4-Pyridyl                                           1.1280   CH.sub.3  CH.sub.3 H   SO.sub.2 C.sub.2 H.sub.5       Cl                                       2-Benzthiazolyl                                     1.1281 CH.sub.3 CH.sub.3  H   SO.sub.2 C.sub.2 H.sub.5       Cl                                       2-Quinolyl                                            1.1282 CH.sub.3 CH.sub.3  H   SO.sub.2 C.sub.2 H.sub.5       Cl                                       4-Methyl-oxazol-2-yl                                  1.1283 CH.sub.3 CH.sub.3  H   SO.sub.2 C.sub.2 H.sub.5       Cl                                       5-Pyrimidinyl                                         1.1284 H       H        H   SO.sub.2 CH.sub.3        Cl                                            5-Oxazolyl                                               1.1285 CH.sub.3 H        H   SO.sub.2 CH.sub.3        Cl                                           5-Oxazolyl                                               1.1286 CH.sub.3 CH.sub.3  H   SO.sub.2 CH.sub.3        Cl                                          5-Oxazolyl                                             __________________________________________________________________________

                  TABLE 2                                                         ______________________________________                                        Compounds of the structure Ie                                                                                    Ie                                                                              #STR17##                                   No.                                                                              R.sup.1                                                                              R.sup.2 R.sup.5                                                                           L       M   Z                                         ______________________________________                                          2.1                                                                              CH.sub.3                                                                             CH.sub.3                                                                              H   SO.sub.2 CH.sub.3                                                                     Cl  2-Thienyl                                   2.2    CH.sub.3        CH.sub.3           H        SO.sub.2 CH.sub.3                                                     Cl        3-Thienyl                2.3    CH.sub.3        CH.sub.3           H        SO.sub.2 CH.sub.3                                                     Cl        2-Furyl                  2.4    CH.sub.3        CH.sub.3           H        SO.sub.2 CH.sub.3                                                     Cl        3-Furyl                  2.5     CH.sub.3        CH.sub.3           H        SO.sub.2 CH.sub.3                                                     Cl        3-Methyl-isoxazol-                                        5-yl                                        2.6     CH.sub.3        CH.sub.3           H        SO.sub.2 CH.sub.3                                                     Cl        5-Thiazolyl                                                2.7     CH.sub.3        CH.sub.3                                                   H        SO.sub.2 CH.sub.3                                                     Cl        4-Thiazolyl                2.8     CH.sub.3        CH.sub.3           H        SO.sub.2 CH.sub.3                                                     Cl        2-Thiazolyl                                                2.9     CH.sub.3        CH.sub.3                                                   H        SO.sub.2 CH.sub.3                                                     Cl        3-Isoxazolyl                                                  2.10    CH.sub.3        CH.sub.3                                                   H        SO.sub.2 CH.sub.3                                                     Cl        2-Pyridyl                  2.11    CH.sub.3        CH.sub.3           H        SO.sub.2 CH.sub.3                                                     Cl        3-Pyridyl                                                  2.12    CH.sub.3        CH.sub.3                                                   H        SO.sub.2 CH.sub.3                                                     Cl        4-Pyridyl                  2.13    CH.sub.3        CH.sub.3           H        SO.sub.2 CH.sub.3                                                     Cl        2-Benzthiazolyl                                            2.14   CH.sub.3        CH.sub.3                                                    H       SO.sub.2 CH.sub.3                                                     Cl        2-Quinolyl                  2.15    CH.sub.3        CH.sub.3            H       SO.sub.2 CH.sub.3                                                     Cl        4-Methyl-oxazol-2-                                        yl                                          2.16    CH.sub.3        CH.sub.3            H       SO.sub.2 CH.sub.3                                                     Cl        5-Pyrimidinyl                                              2.17  CH.sub.3        CH.sub.3                                                    Br      SO.sub.2 CH.sub.3                                                     Cl        2-Thienyl                    2.18    CH.sub.3        CH.sub.3            Br      SO.sub.2 CH.sub.3                                                     Cl        3-Thienyl                                                  2.19  CH.sub.3        CH.sub.3                                                    Br      SO.sub.2 CH.sub.3                                                     Cl        2-Furyl                      2.20   CH.sub.3        CH.sub.3            Br      SO.sub.2 CH.sub.3                                                     Cl        3-Furyl                  2.21    CH.sub.3        CH.sub.3            Br      SO.sub.2 CH.sub.3                                                     Cl        3-Methyl-isoxazol-                                        5-yl                                        2.22    CH.sub.3        CH.sub.3            Br      SO.sub.2 CH.sub.3                                                     Cl        5-Thiazolyl                                                2.23    CH.sub.3        CH.sub.3                                                    Br      SO.sub.2 CH.sub.3                                                     Cl        4-Thiazolyl                2.24   CH.sub.3        CH.sub.3            Br      SO.sub.2 CH.sub.3                                                     Cl        2-Thiazolyl                                                 2.25    CH.sub.3        CH.sub.3                                                    Br      SO.sub.2 CH.sub.3                                                     Cl        3-Isoxazolyl                                                  2.26    CH.sub.3        CH.sub.3                                                    Br      SO.sub.2 CH.sub.3                                                     Cl        2-Pyridyl                  2.27    CH.sub.3        CH.sub.3            Br      SO.sub.2 CH.sub.3                                                     Cl        3-Pyridyl                                                  2.28    CH.sub.3        CH.sub.3                                                    Br      SO.sub.2 CH.sub.3                                                     Cl        4-Pyridyl                  2.29    CH.sub.3        CH.sub.3            Br      SO.sub.2 CH.sub.3                                                     Cl        2-Benzthiazolyl                                            2.30  CH.sub.3        CH.sub.3                                                    Br      SO.sub.2 CH.sub.3                                                     Cl        2-Quinolyl                   2.31    CH.sub.3        CH.sub.3            Br      SO.sub.2 CH.sub.3                                                     Cl        4-Methyl-oxazol-2-                                        yl                                          2.32    CH.sub.3        CH.sub.3            Br      SO.sub.2 CH.sub.3                                                     Cl        5-Pyrimidinyl                                              2.33    CH.sub.3        CH.sub.3                                                    Cl      SO.sub.2 CH.sub.3                                                     Cl        2-Thienyl                  2.34    CH.sub.3        CH.sub.3            Cl      SO.sub.2 CH.sub.3                                                     Cl        3-Thienyl                                                  2.35   CH.sub.3        CH.sub.3                                                  Cl       SO.sub.2 CH.sub.3                                                     Cl       2-Furyl                       2.36   CH.sub.3        CH.sub.3          Cl       SO.sub.2 CH.sub.3                                                     Cl       3-Furyl                    2.37   CH.sub.3        CH.sub.3          Cl       SO.sub.2 CH.sub.3                                                     Cl       3-Methyl-isoxazol-5-y                                        l                                           2.38   CH.sub.3        CH.sub.3          Cl       SO.sub.2 CH.sub.3                                                     Cl       5-Thiazolyl                2.39   CH.sub.3        CH.sub.3          Cl       SO.sub.2 CH.sub.3                                                     Cl       4-Thiazolyl                2.40   CH.sub.3        CH.sub.3          Cl       SO.sub.2 CH.sub.3                                                     Cl       2-Thiazolyl                2.41   CH.sub.3        CH.sub.3          Cl       SO.sub.2 CH.sub.3                                                     Cl       3-Isoxazolyl                                                  2.42   CH.sub.3        CH.sub.3                                                  Cl       SO.sub.2 CH.sub.3                                                     Cl       2-Pyridyl                     2.43   CH.sub.3        CH.sub.3          Cl       SO.sub.2 CH.sub.3                                                     Cl       3-Pyridyl                  2.44   CH.sub.3        CH.sub.3          Cl       SO.sub.2 CH.sub.3                                                     Cl       4-Pyridyl                  2.45   CH.sub.3        CH.sub.3          Cl       SO.sub.2 CH.sub.3                                                     Cl       2-Benzthiazolyl                                               2.46   CH.sub.3        CH.sub.3                                                  Cl       SO.sub.2 CH.sub.3                                                     Cl       2-Quinolyl                    2.47   CH.sub.3        CH.sub.3          Cl       SO.sub.2 CH.sub.3                                                     Cl       4-Methyl-oxazol-2-yl       2.48   CH.sub.3        CH.sub.3          Cl       SO.sub.2 CH.sub.3                                                     Cl       5-Pyrimidinyl            ______________________________________                                    

                    TABLE 3                                                   

    ______________________________________                                        Compounds of the structure If                                                                                    If                                                                              #STR18##                                  No.     L          M        Z                                                ______________________________________                                        3.1      SO.sub.2 CH.sub.3                                                                        Cl       2-Thienyl                                          3.2          SO.sub.2 CH.sub.3      Cl            3-Thienyl                   3.3          SO.sub.2 CH.sub.3      Cl            2-Furyl                     3.4        SO.sub.2 CH.sub.3      Cl            3-Furyl                       3.5          SO.sub.2 CH.sub.3      Cl            3-Methyl-isoxazol-5-yl      3.6         SO.sub.2 CH.sub.3      Cl            5-Thiazolyl                  3.7          SO.sub.2 CH.sub.3      Cl            4-Thiazolyl                 3.8          SO.sub.2 CH.sub.3      Cl            2-Thiazolyl                 3.9          SO.sub.2 CH.sub.3      Cl            3-Isoxazolyl                3.10       SO.sub.2 CH.sub.3      Cl            2-Pyridyl                     3.11         SO.sub.2 CH.sub.3      Cl            3-Pyridyl                   3.12         SO.sub.2 CH.sub.3      Cl            4-Pyridyl                   3.13         SO.sub.2 CH.sub.3      Cl            2-Benzthiazolyl                                         3.14         SO.sub.2 CH.sub.3      Cl                                             2-Quinolyl                                   3.15        SO.sub.2 CH.sub.3     Cl             4-Methyl-oxazol-2-yl                                     3.16        SO.sub.2 CH.sub.3     Cl                                              5-Pyrimidinyl                                 3.17        SO.sub.2 CH.sub.3     CH.sub.3           2-Thienyl                3.18        SO.sub.2 CH.sub.3     CH.sub.3            3-Thienyl                                           3.19        SO.sub.2 CH.sub.3     CH.sub.3                                             2-Furyl                                  3.20        SO.sub.2 CH.sub.3     CH.sub.3            3-Furyl                 3.21        SO.sub.2 CH.sub.3     CH.sub.3            3-Methyl-isoxazol-                                 5-yl                                               3.22        SO.sub.2 CH.sub.3     CH.sub.3            5-Thiazolyl                                         3.23        SO.sub.2 CH.sub.3     CH.sub.3                                             4-Thiazolyl                              3.24        SO.sub.2 CH.sub.3     CH.sub.3            2-Thiazolyl                                         3.25        SO.sub.2 CH.sub.3     CH.sub.3                                             3-Isoxazolyl                             3.26        SO.sub.2 CH.sub.3     CH.sub.3            2-Pyridyl                                           3.27        SO.sub.2 CH.sub.3     CH.sub.3                                             3-Pyridyl                                3.28        SO.sub.2 CH.sub.3     CH.sub.3            4-Pyridyl                                           3.29        SO.sub.2 CH.sub.3     CH.sub.3                                             2-Benzthiazolyl                          3.30        SO.sub.2 CH.sub.3     CH.sub.3            2-Quinolyl                                          3.31        SO.sub.2 CH.sub.3     CH.sub.3                                             4-Methyl-oxazol-2-yl                     3.32        SO.sub.2 CH.sub.3     CH.sub.3            5-Pyrimidinyl         ______________________________________                                    

                   TABLE 4                                                    

    ______________________________________                                        Compounds of the structure Ig                                                                                    Ig                                                                              #STR19##                                     No.                                                                            R.sup.3        L        M   Z                                            ______________________________________                                        4.1  2-Ethylthiopropyl                                                                            SO.sub.2 CH.sub.3                                                                      Cl  2-Thienyl                                      4.2       2-Ethylthiopropyl         SO.sub.2 CH.sub.3  Cl                                                      3-Thienyl                                    4.3       2-Ethylthiopropyl         SO.sub.2 CH.sub.3  Cl                                                      2-Furyl                                      4.4       2-Ethylthiopropyl        SO.sub.2 CH.sub.3  Cl                                                      3-Furyl                                       4.5       2-Ethylthiopropyl         SO.sub.2 CH.sub.3  Cl                                                      3-Methyl-isoxazol-5-yl                       4.6       2-Ethylthiopropyl         SO.sub.2 CH.sub.3  Cl                                                      5-Thiazolyl                                  4.7       2-Ethylthiopropyl         SO.sub.2 CH.sub.3  Cl                                                      4-Thiazolyl                                  4.8       2-Ethylthiopropyl         SO.sub.2 CH.sub.3  Cl                                                      2-Thiazolyl                                  4.9       2-Ethylthiopropyl         SO.sub.2 CH.sub.3  Cl                                                      3-Isoxazolyl                                 4.10      2-Ethylthiopropyl         SO.sub.2 CH.sub.3  Cl                                                      2-Pyridyl                                    4.11      2-Ethylthiopropyl         SO.sub.2 CH.sub.3  Cl                                                      3-Pyridyl                                    4.12      2-Ethylthiopropyl         SO.sub.2 CH.sub.3  Cl                                                      4-Pyridyl                                    4.13      2-Ethylthiopropyl         SO.sub.2 CH.sub.3  Cl                                                      2-Benzthiazolyl                              4.14      2-Ethylthiopropyl         SO.sub.2 CH.sub.3  Cl                                                      2-Quinolyl                                   4.15       2-Ethylthiopropyl       SO.sub.2 CH.sub.3  Cl                                                     4-Methyl-oxazol-2-yl                           4.16       2-Ethylthiopropyl       SO.sub.2 CH.sub.3  Cl                                                     5-Pyrimidinyl                                  4.17      Tetrahydropyran-3-yl    SO.sub.2 CH.sub.3  Cl                                                      2-Thienyl                                      4.18       Tetrahydropyran-3-yl    SO.sub.2 CH.sub.3  Cl                                                     3-Thienyl                                      4.19       Tetrahydropyran-3-yl    SO.sub.2 CH.sub.3  Cl                                                     2-Furyl                                        4.20       Tetrahydropyran-3-yl    SO.sub.2 CH.sub.3  Cl                                                     3-Furyl                                        4.21       Tetrahydropyran-3-yl    SO.sub.2 CH.sub.3  Cl                                                     3-Methyl-isoxazol-5-yl                         4.22       Tetrahydropyran-3-yl    SO.sub.2 CH.sub.3  Cl                                                     5-Thiazolyl                                    4.23       Tetrahydropyran-3-yl    SO.sub.2 CH.sub.3  Cl                                                     4-Thiazolyl                                    4.24       Tetrahydropyran-3-yl    SO.sub.2 CH.sub.3  Cl                                                     2-Thiazolyl                                    4.25       Tetrahydropyran-3-yl    SO.sub.2 CH.sub.3  Cl                                                     3-Isoxazolyl                                   4.26       Tetrahydropyran-3-yl    SO.sub.2 CH.sub.3  Cl                                                     2-Pyridyl                                      4.27       Tetrahydropyran-3-yl    SO.sub.2 CH.sub.3  Cl                                                     3-Pyridyl                                      4.28       Tetrahydropyran-3-yl    SO.sub.2 CH.sub.3  Cl                                                     4-Pyridyl                                      4.29       Tetrahydropyran-3-yl    SO.sub.2 CH.sub.3  Cl                                                     2-Benzthiazolyl                                4.30       Tetrahydropyran-3-yl    SO.sub.2 CH.sub.3  Cl                                                     2-Quinolyl                                     4.31       Tetrahydropyran-3-yl    SO.sub.2 CH.sub.3  Cl                                                     4-Methyl-oxazol-2-yl                           4.32       Tetrahydropyran-3-yl    SO.sub.2 CH.sub.3  Cl                                                     5-Pyrimidinyl                                  4.33       Tetrahydropyran-4-yl    SO.sub.2 CH.sub.3  Cl                                                     2-Thienyl                                      4.34       Tetrahydropyran-4-yl    SO.sub.2 CH.sub.3  Cl                                                     3-Thienyl                                      4.35       Tetrahydropyran-4-yl    SO.sub.2 CH.sub.3  Cl                                                     2-Furyl                                        4.36      Tetrahydropyran-4-yl    SO.sub.2 CH.sub.3   Cl                                                      3-Furyl                                       4.37      Tetrahydropyran-4-yl    SO.sub.2 CH.sub.3   Cl                                                      3-Methyl-isoxazol-5-yl                        4.38      Tetrahydropyran-4-yl    SO.sub.2 CH.sub.3   Cl                                                      5-Thiazolyl                                   4.39      Tetrahydropyran-4-yl    SO.sub.2 CH.sub.3   Cl                                                      4-Thiazolyl                                   4.40      Tetrahydropyran-4-yl    SO.sub.2 CH.sub.3   Cl                                                      2-Thiazolyl                                   4.41      Tetrahydropyran-4-yl    SO.sub.2 CH.sub.3   Cl                                                      3-Isoxazolyl                                  4.42      Tetrahydropyran-4-yl    SO.sub.2 CH.sub.3   Cl                                                      2-Pyridyl                                     4.43      Tetrahydropyran-4-yl    SO.sub.2 CH.sub.3   Cl                                                      3-Pyridyl                                     4.44      Tetrahydropyran-4-yl    SO.sub.2 CH.sub.3   Cl                                                      4-Pyridyl                                     4.45      Tetrahydropyran-4-yl    SO.sub.2 CH.sub.3   Cl                                                      2-Benzthiazolyl                               4.46      Tetrahydropyran-4-yl    SO.sub.2 CH.sub.3   Cl                                                      2-Quinolyl                                    4.47      Tetrahydropyran-4-yl    SO.sub.2 CH.sub.3   Cl                                                      4-Methyl-oxazol-2-yl                          4.48      Tetrahydropyran-4-yl    SO.sub.2 CH.sub.3   Cl                                                      5-Pyrimidinyl                                 4.49      Tetrahydro-thiopyran-   SO.sub.2 CH.sub.3   Cl                                                      2-Thienyl                                                  3-yl                                                             4.50     Tetrahydro-thiopyran-   SO.sub.2 CH.sub.3   Cl                                                      3-Thienyl                                                    3-yl                                                            4.51      Tetrahydro-thiopyran-   SO.sub.2 CH.sub.3   Cl                                                      2-Furyl                                                     3-yl                                                            4.52      Tetrahydro-thiopyranyl- SO.sub.2 CH.sub.3   Cl                                                      3-Furyl                                                     3-yl                                                            4.53      Tetrahydro-thiopyranyl-  SO.sub.2 CH.sub.3   Cl                                                      3-Methyl-isoxazol-5-yl                                     3-yl                                                            4.54      Tetrahydro-thiopyran-  SO.sub.2 CH.sub.3  Cl                                                       5-Thiazolyl                                                    3-yl                                                          4.55      Tetrahydro-thiopyran-  SO.sub.2 CH.sub.3  Cl                                                       4-Thiazolyl                                                    3-yl                                                          4.56      Tetrahydro-thiopyran-  SO.sub.2 CH.sub.3  Cl                                                       2-Thiazolyl                                                    3-yl                                                          4.57      Tetrahydro-thiopyran-  SO.sub.2 CH.sub.3  Cl                                                       3-Isoxazolyl                                                    3-yl                                                         4.58      Tetrahydro-thiopyran-  SO.sub.2 CH.sub.3  Cl                                                       2-Pyridyl                                                       3-yl                                                         4.59      Tetrahydro-thiopyran-  SO.sub.2 CH.sub.3  Cl                                                       3-Pyridyl                                                       3-yl                                                         4.60      Tetrahydro-thiopyran-  SO.sub.2 CH.sub.3  Cl                                                       4-Pyridyl                                                       3-yl                                                         4.61      Tetrahydro-thiopyran-  SO.sub.2 CH.sub.3  Cl                                                       2-Benzthiazolyl                                                 3-yl                                                         4.62      Tetrahydro-thiopyran-  SO.sub.2 CH.sub.3  Cl                                                       2-Quinolyl                                                      3-yl                                                         4.63      Tetrahydro-thiopyran-  SO.sub.2 CH.sub.3  Cl                                                       4-Methyl-oxazol-2-yl                                            3-yl                                                         4.64      Tetrahydro-thiopyran-  SO.sub.2 CH.sub.3  Cl                                                       5-Pyrimidinyl                                                   3-yl                                                         4.65      1-Methylthio-cyclopropyl  SO.sub.2 CH.sub.3 Cl                                                      2-Thienyl                                     4.66      1-Methylthio-cyclopropyl  SO.sub.2 CH.sub.3 Cl                                                      3-Thienyl                                     4.67      1-Methylthio-cyclopropyl  SO.sub.2 CH.sub.3 Cl                                                      2-Furyl                                       4.68      1-Methylthio-cyclopropyl  SO.sub.2 CH.sub.3  Cl                                                     3-Furyl                                       4.69      1-Methylthio-cyclopropyl  SO.sub.2 CH.sub.3  Cl                                                     3-Methyl-isoxazol-5-yl                        4.70      1-Methylthio-cyclopropyl  SO.sub.2 CH.sub.3  Cl                                                     5-Thiazolyl                                   4.71      1-Methylthio-cyclopropyl  SO.sub.2 CH.sub.3  Cl                                                     4-Thiazolyl                                   4.72      1-Methylthio-cyclopropyl  SO.sub.2 CH.sub.3  Cl                                                     2-Thiazolyl                                   4.73      1-Methylthio-cyclopropyl  SO.sub.2 CH.sub.3  Cl                                                     3-Isoxazolyl                                  4.74      1-Methylthio-cyclopropyl  SO.sub.2 CH.sub.3  Cl                                                     2-Pyridyl                                     4.75      1-Methylthio-cyclopropyl SO.sub.2 CH.sub.3  Cl                                                     3-Pyridyl                                      4.76      1-Methylthio-cyclopropyl  SO.sub.2 CH.sub.3  Cl                                                     4-Pyridyl                                     4.77      1-Methylthio-cyclopropyl  SO.sub.2 CH.sub.3  Cl                                                     2-Benzthiazolyl                               4.78      1-Methylthio-cyclopropyl  SO.sub.2 CH.sub.3  Cl                                                     2-Quinolyl                                    4.79      1-Methylthio-cyclopropyl  SO.sub.2 CH.sub.3  Cl                                                     4-Methyl-oxazol-2-yl                          4.80      1-Methylthio-cyclopropyl  SO.sub.2 CH.sub.3  Cl                                                     5-Pyrimidinyl                                 4.81      (Dimethoxy)methyl       SO.sub.2 CH.sub.3  Cl                                                      2-Thienyl                                      4.82      (Dimethoxy)methyl       SO.sub.2 CH.sub.3  Cl                                                      3-Thienyl                                      4.83      (Dimethoxy)methyl       SO.sub.2 CH.sub.3  Cl                                                      2-Furyl                                        4.84      (Dimethoxy)methyl       SO.sub.2 CH.sub.3  Cl                                                      3-Furyl                                        4.85      (Dimethoxy)methyl       SO.sub.2 CH.sub.3  Cl                                                      3-Methyl-isoxazol-5-yl                         4.86      (Dimethoxy)methyl       SO.sub.2 CH.sub.3  Cl                                                      5-Thiazolyl                                    4.87      (Dimethoxy)methyl       SO.sub.2 CH.sub.3  Cl                                                      4-Thiazolyl                                    4.88      (Dimethoxy)methyl       SO.sub.2 CH.sub.3  Cl                                                      2-Thiazolyl                                    4.89      (Dimethoxy)methyl          SO.sub.2 CH.sub.3  Cl                                                      3-Isoxazolyl                                4.90      (Dimethoxy)methyl          SO.sub.2 CH.sub.3  Cl                                                      2-Pyridyl                                   4.91      (Dimethoxy)methyl        SO.sub.2 CH.sub.3  Cl                                                      3-Pyridyl                                     4.92      (Dimethoxy)methyl         SO.sub.2 CH.sub.3  Cl                                                      4-Pyridyl                                    4.93      (Dimethoxy)methyl        SO.sub.2 CH.sub.3  Cl                                                      2-Benzthiazolyl                               4.94      (Dimethoxy)methyl          SO.sub.2 CH.sub.3  Cl                                                      2-Quinolyl                                  4.95      (Dimethoxy)methyl         SO.sub.2 CH.sub.3  Cl                                                      4-Methyl-oxazol-2-yl                         4.96      (Dimethoxy)methyl         SO.sub.2 CH.sub.3  Cl                                                      5-Pyrimidinyl                              ______________________________________                                    

                    TABLE 5                                                   

    ______________________________________                                        Compounds of the structure Ih                                                                                      Ih R20##                                     No.                                                                             R.sup.3 R.sup.4 L       M    Z                                          ______________________________________                                            5.1                                                                             H       H       SO.sub.2 CH.sub.3                                                                     Cl   3-Thienyl                                    5.2          H         H             SO.sub.2 CH.sub.3   Cl                                                       3-Furyl                                   5.3          H         H             SO.sub.2 CH.sub.3   Cl                                                        3-Methyl-isoxazol-5-yl                   5.4         H         H             SO.sub.2 CH.sub.3   Cl                                                        2-Thiazolyl                               5.5          H         H             SO.sub.2 CH.sub.3   Cl                                                        2-Pyridyl                                5.6          H         H             SO.sub.2 CH.sub.3   Cl                                                        3-Pyridyl                                5.7          H         H             SO.sub.2 CH.sub.3   Cl                                                        4-Pyridyl                                5.8          H         H             SO.sub.2 CH.sub.3   Cl                                                        2-Benzthiazolyl                          5.9          H         H             SO.sub.2 CH.sub.3   Cl                                                        5-Pyrimidinyl                            5.10       CH.sub.3       H             SO.sub.2 CH.sub.3   Cl                                                        3-Thienyl                             5.11      CH.sub.3       H             SO.sub.2 CH.sub.3   Cl                                                        3-Furyl                                5.12         CH.sub.3       H             SO.sub.2 CH.sub.3   Cl                                                        3-Methyl-isoxazol-5-yl                                                5.13         CH.sub.3       H                                                    SO.sub.2 CH.sub.3   Cl                                                        2-Thiazolyl                              5.14         CH.sub.3       H             SO.sub.2 CH.sub.3   Cl                                                        2-Pyridyl                           5.15      CH.sub.3        H             SO.sub.2 CH.sub.3   Cl                                                        3-Pyridyl                             5.16        CH.sub.3        H             SO.sub.2 CH.sub.3   Cl                                                        4-Pyridyl                           5.17        CH.sub.3        H             SO.sub.2 CH.sub.3   Cl                                                        2-Benzthiazolyl                     5.18        CH.sub.3        H             SO.sub.2 CH.sub.3   Cl                                                        5-Pyrimidinyl                       5.19        CH.sub.3        CH.sub.3           SO.sub.2 CH.sub.3   Cl                                                        3-Thienyl                      5.20       CH.sub.3        CH.sub.3           SO.sub.2 CH.sub.3   Cl                                                        3-Furyl                         5.21        CH.sub.3        CH.sub.3           SO.sub.2 CH.sub.3   Cl                                                        3-Methyl-isoxazol-5-yl                                           5.22        CH.sub.3        CH.sub.3                                                  SO.sub.2 CH.sub.3   Cl                                                        2-Thiazolyl                         5.23        CH.sub.3        CH.sub.3           SO.sub.2 CH.sub.3   Cl                                                        2-Pyridyl                      5.24        CH.sub.3        CH.sub.3           SO.sub.2 CH.sub.3   Cl                                                        3-Pyridyl                      5.25        CH.sub.3        CH.sub.3           SO.sub.2 CH.sub.3   Cl                                                        4-Pyridyl                      5.26        CH.sub.3        CH.sub.3           SO.sub.2 CH.sub.3   Cl                                                        2-Benzthiazolyl                5.27        CH.sub.3        CH.sub.3           SO.sub.2 CH.sub.3   Cl                                                        5-Pyrimidinyl                ______________________________________                                    

The compounds I and their agriculturally useful salts are suitable asherbicides, both in the form of isomer mixtures and as pure isomers. Theherbicides containing I control plant growth on uncultivated surfacesvary effectively, particularly at high application rates. They actagainst weeds and grass weeds in crops such as wheat, rice, corn,soybean and cotton without significantly damaging the crop. This effectoccurs in particular at low application rates.

Taking into account the versatility of the application methods, thecompounds I and the agents containing them can also be used in a furthernumber of crops for eliminating undesirable plants. For example, thefollowing crops are suitable:

Allium cepa, Ananas comosus, Arachis hypogaea, Asparagus officinalis,Beta vulgaris spp. altissima, Beta vulgaris spp. rapa, Brassica napusvar. napus, Brassica napus var. napobrassica, Brassica rapa var.silvestris, Camellia sinensis, Carthamus tinctorius, Caryaillinoinensis, Citrus limon, Citrus sinensis, Coffea arabica (Coffeacanephora, Coffea liberica), Cucumis sativus, Cynodon dactylon, Daucuscarota, Elaeis guineensis, Fragaria vesca, Glycine max, Gossypiumhirsutum, (Gossypium arboreum, Gossypium herbaceum, Gossypiumvitifolium), Helianthus annuus, Hevea brasiliensis, Hordeum vulgare,Humulus lupulus, Ipomoea batatas, Juglans regia, Lens culinaris, Linumusitatissimum, Lycopersicon lycopersicum, Malus ssp., Manihot esculenta,Medicago sativa, Musa ssp., Nicotiana tabacum (N. rustica), Oleaeuropaea, Oryza sativa, Phaseolus lunatus, Phaseolus vulgaris, Piceaabies, Pinus ssp., Pisum sativum, Prunus avium, Prunus persica, Pyruscommunis, Ribes sylvestre, Ricinus communis, Saccharum officinarum,Secale cereale, Solanum tuberosum, Sorghum bicolor (S. vulgare),Theobroma cacao, Trifolium pratense, Triticum aestivum, Triticum durum,Vicia faba, Vitis vinifera, Zea mays.

The compounds I can also be used in crops which are tolerant to theaction of herbicides as a result of breeding, including geneticengineering methods.

The herbicides or the active ingredients can be applied by thepreemergence or postemergence methods. If the active ingredients areless well tolerated by certain crops, it is possible to use applicationmethods in which the herbicides are sprayed with the aid of the sprayersso that the leaves of the sensitive crops are as far as possible notaffected while the active ingredients reach the leaves of undesirableplants growing underneath or the uncovered soil surface (post-directed,lay-by).

The compounds I and the herbicides containing them can be applied, forexample, in the form of directly sprayable aqueous solutions, powders,suspensions, including concentrated aqueus, oily or other suspensions ordispersions, emulsions, oil dispersions, pastes, dusting agents,broadcasting agents or granules, by spraying, nebulizing, dusting,broadcasting or pouring. The application forms depend on the intendeduses; they should in any case ensure very fine distribution of the novelactive ingredients.

Suitable inert additives are mineral oil fractions having a medium tohigh boiling point, such as kerosene or diesel oil, and coal tar oilsand oils of vegetable or animal origin, aliphatic, cyclic and aromatichydrocarbons, for example paraffin, tetrahydronaphthalene, alkylatednaphthalenes or derivatives thereof, alkylated benzenes or derivativesthereof, methanol, ethanol, propanol, butanol, cyclohexanol,cyclohexanone or strongly polar solvents, such as N-methylpyrrolidone orwater.

Aqueous application forms can be prepared from emulsion concentrates,suspensions, pastes, wettable powders or water-dispersible granules byadding water. For the preparation of emulsions, pastes or oildispersions, the substances, as such or dissolved in an oil or solvent,can be homogenized in water by means of wetting agents, adherents,dispersants or emulsifiers. However, it is also possible to prepareconcentrates which consist of active ingredient, wetting agents,adherents, dispersants or emulsifiers and possibly solvents or oil andwhich are suitable for dilution with water.

Suitable surfactants (adjuvants) are the alkali metal, alkaline earthmetal and ammonium salts of aromatic sulfonic acids, for exampleligninsulfonic, phenolsulfonic, naphthalenesulfonic anddibutylnaphthalenesulfonic acid, and of fatty acids, alkylsulfonates andalkylarylsulfonates, alkylsulfates, lauryl ether sulfates and fattyalcohol sulfates, and salts of sulfated hexa-, hepta- and octadecanolsand of fatty alcohol glycol ethers, condensates of sulfonatednaphthalene and its derivatives with formaldehyde, condensates ofnaphthalene or of the naphthalenesulfonic acids with phenol andformaldehyde, polyoxyethylene octylphenol ether, ethoxylated isooctyl-,octyl- or nonylphenol, alkylphenyl polyglycol ether, tributylphenylpolyglycol ether, alkylaryl polyether alcohols, isotridecyl alcohol,fatty alcohol/ethylene oxide condensates, ethoxylated castor oil,polyoxyethylene alkyl ethers or polyoxypropylene alkyl ethers, laurylalcohol polyglycol ether acetate, sorbitol esters, ligninsulfite wasteliquors or methylcellulose.

Powders, broadcasting agents and dusting agents can be prepared bymixing or milling the active ingredients together with a solid carrier.

Granules, for example coated, impregnated and homogeneous granules, canbe prepared by binding the active ingredients to solid carriers. Solidcarriers are mineral earths, such as silicas, silica gels, silicates,talc, kaolin, limestone, lime, chalk, bole, loess, clay, dolomite,kieselguhr, calcium sulfate, magnesium sulfate, magnesium oxide, milledplastics, fertilizers, such as ammonium sulfate, ammonium phosphate,ammonium nitrate and ureas, and vegetable products, such as grain flour,bark meal, wood meal and nutshell meal, cellulosic powders or othersolid carriers.

The concentrations of the active ingredients I in the ready-to-usecompositions can be varied within wide ranges. The formulations containin general from 0.001 to 98, preferably from 0.01 to 95, % by weight ofactive ingredient. The active ingredients are used in a purity of from90 to 100%, preferably from 95 to 100% (according to the NMR spectrum).

The novel compounds I can be formulated, for example, as follows:

I 20 parts by weight of compound No. 1.1232 are dissolved in a mixturewhich consists of 80 parts by weight of alkylated benzene, 10 parts byweight of the adduct of from 8 to 10 mol of ethylene oxide with 1 mol ofN-monoethanololeamide, 5 parts by weight of the calcium salt ofdodecylbenzenesulfonic acid and 5 parts by weight of the adduct of 40mol of ethylene oxide with 1 mol of castor oil. By pouring the solutioninto 100,000 parts by weight of water and finely distributing ittherein, an aqueous dispersion which contains 0.02% by weight of theactive ingredient is obtained.

II 20 parts by weight of compound No. 1.1232 are dissolved in a mixturewhich consists of 40 parts by weight of cyclohexanone, 30 parts byweight of isobutanol, 20 parts by weight of the adduct of 7 mol ofethylene oxide with 1 mol of isooctylphenol and 10 parts by weight ofthe adduct of 40 mol of ethylene oxide with 1 mol of castor oil. Bypouring the solution into 100,000 parts by weight of water and finelydistributing it therein, an aqueous dispersion which contains 0.02% byweight of the active ingredient is obtained.

III 20 parts by weight of active ingredient No. 1.1232 are dissolved inthe mixture which consists of 25 parts by weight of cyclohexanone, 65parts by weight of a mineral oil fraction boiling within the range from210 to 280° C. and 10 parts by weight of the adduct of 40 mol ofethylene oxide with 1 mol of castor oil. By pouring the solution into100,000 parts by weight of water and finely distributing it therein, anaqueous dispersion which contains 0.02% by weight of the activeingredient is obtained.

IV 20 parts by weight of active ingredient No. 1.1232 are thoroughlymixed with 3 parts by weight of the sodium salt ofdiisobutylnaphthalene-a-sulfonic acid, 17 parts by weight of the sodiumsalt of a ligninsulfonic acid obtained from a sulfite waste liquor and60 parts by weight of silica gel powder, and the mixture is milled in ahammer mill. By finely distributing the mixture in 20,000 parts byweight of water, a spray liquor which contains 0.1% by weight of theactive ingredient is obtained.

V 3 parts by weight of active ingredient No. 1.1232 are mixed with 97parts by weight of finely divided kaolin. A dusting agent which contains3% by weight of the active ingredient is obtained in this manner.

VI 20 parts by weight of active ingredient No. 1.1232 are thoroughlymixed with 2 parts by weight of the calcium salt ofdodecylbenzenesulfonic acid, 8 parts by weight of a fatty alcoholpolyglycol ether, 2 parts by weight of the sodium salt of aphenol/urea/formaldehyde condensate and 68 parts by weight of aparaffinic mineral oil. A stable oily dispersion is obtained.

VII 1 part by weight of compound No. 1.1232 is dissolved in a mixturewhich consists of 70 parts by weight of cyclohexanone, 20 parts byweight of ethoxylated isooctylphenol and 10 parts by weight ofethoxylated castor oil. A stable emulsion concentrate is obtained.

VIII 1 part by weight of compound No. 1.1232 is dissolved in a mixturewhich consists of 80 parts by weight of cyclohexanone and 20 parts byweight of Emulphor EL. A stable emulsion concentrate is obtained.

In order to broaden the action spectrum and to achieve synergisticeffects, the benzoyl derivatives I can be mixed with a large number ofmembers of other groups of herbicidal or growth-regulating activeingredients and applied together with them. For example, suitablecomponents of the mixture are diazines, 4H- 3,1-benzoxazine derivatives,benzothiadiazinones, 2,6-dinitroanilines, N-phenylcarbamates,thiolcarbamates, halocarboxylic acids, triazines, amides, ureas,diphenyl ethers, triazinones, uracils, benzofuran derivatives,cyclohexane-1,3-dione derivatives which carry, for example, a carboxylor carbimino group in the 2 position, quinolinecarboxylic acidderivatives, imidazolinones, sulfonamides, sulfonylureas, aryloxy- andhetaryloxyphenoxypropionic acids and their salts, esters and amides andothers.

It may also be useful to apply the compounds I, alone or in combinationwith other herbicides, also as a mixture with further crop protectionagents, for example with pesticides or agents for controllingphytopathogenic fungi or bacteria. The miscibility with mineral saltsolutions which are used for eliminating nutrient and trace elementdeficiencies is also of interest. Nonphytotoxic oils and oilconcentrates may also be added.

The application rates of active ingredient are from 0.001 to 3.0,preferably from 0.01 to 1.0, kg/ha of active ingredient (a.i.),depending on the aim of the control, the season, the target plants andstage of growth.

USE EXAMPLES

The herbicidal action of the benzoyl derivatives of the formula I weredemonstrated by greenhouse experiments:

The culture vessels used were plastic flower pots containing loamy sandwith about 3.0% of humus as substrate. The seeds of the test plants weresown separately according to species.

In the preemergence treatment, the active ingredients suspended oremulsified in water were applied directly after sowing, by means offinely distributing nozzles. The vessels were lightly sprinkle-irrigatedin order to promote germination and growth and were then covered withtransparent plastic covers until the plants had begun to grow. Thiscovering ensures uniform germination of the test plants, unless this hasbeen impaired by the active ingredients.

For the postemergence treatment, the test plants are grown to a heightof growth of from 3 to 15 cm, depending on the form of growth, beforebeing treated with the active ingredients suspended or emulsified inwater. For this purpose, the test plants are either directly sown andgrown in the same vessels or are first grown separately as seedlings andtransplanted into the test vessels a few days before the treatment. Theapplication rate for the postemergence treatment is 0.125 or 0.0625kg/ha a.i.

The plants were kept at 10-25° C. or 20-35° C., according to species.The test period extended over from 2 to 4 weeks. During this time, theplants were tended and their reaction to the individual treatments wasevaluated.

The evaluation was based on a scale from 0 to 100. 100 means noemergence of the plants or complete destruction of at least theabove-ground parts and 0 means no damage or normal course of growth.

The plants used in the greenhouse experiments consisted of the followingspecies:

    ______________________________________                                        Botanical name       Common name                                              ______________________________________                                        Abutiolon theophrasti                                                                              velvet leaf                                                 Amaranthus retroflexus        redroot pigweed                                 Echinochloa crus-galli         barnyardgrass                                  Solanum nigrum                 black nightshade                               Zea mays                       Indian corn                                 ______________________________________                                    

Selective herbicidal activity during postemergence use in the greenhouse

                  TABLE 6                                                         ______________________________________                                          #STR21##                                                                                  Application rate                                                   (kg/ha a.i.)                                                                             0.125      0.0625                                                 Test plants   Damage in %                                                   ______________________________________                                          ZEAMX            10                     0                                     ABUTH                 100                    95                               AMARE                 100                   100                               ECHCG                  98                    95                               SOLNI                 100                   100                             ______________________________________                                    

                  TABLE 7                                                         ______________________________________                                        Herbicidal activity during postemergence use in the greenhouse                 ##STR22##                                                                    ______________________________________                                                     Applicationrate                                                    (kg/ha a.i.)                                                                              0.125      0.0625                                                 Test plants    Damage in %                                                  ______________________________________                                          ZEAMX                   10                     0                              ECHCG                   95                    95                              CHEAL                   95                    95                              SINAL                   90                    90                              SOLNI                  100                   100                            ______________________________________                                    

                  TABLE 8                                                         ______________________________________                                        Herbicidal activity during postemergence use in the greenhouse                 ##STR23##                                                                    ______________________________________                                                     Applicationrate                                                    (kg/ha a.i.)                                                                              0.125      0.0625                                                 Test plants    Damage in %                                                  ______________________________________                                          ZEAMX                   10                     0                              ECHCG                  95                     95                              CHEAL                  95                     95                            ______________________________________                                    

Preparation Examples

A) Preparation of the starting materials

1. Methyl 2-chloro-3-formyl-4-methylsulfonylbenzoate

a. A solution of 157 g (2 mol) of acetyl chloride in 420 mol of1,2-dichloroethane was added dropwise at 15-20° C. to a suspension of286 g (2.14 mol) of aluminum trichloride in 420 ml of1,2-dichloroethane. A solution of 346 g (2 mol) of2-chloro-6-methylthiotoluene in 1 l of 1,2-dichloroethane was then addeddropwise. Stirring was carried out for 12 hours, after which thereaction mixture was poured into a mixture of 3 l of ice and 1 l ofconcentrated HCl. The mixture was extracted with methylene chloride andthe organic phase was washed with water, dried with sodium sulfate andevaporated down. The residue was distilled under reduced pressure.

256 g (60% of theory) of 2-chloro-3-methyl-4-methylthio-acetophenone ofmelting point 46° C. were obtained.

b. 163 g (0.76 mol) of 2-chloro-3-methyl-4-methylthio-acetophenone weredissolved in 1.5 l of glacial acetic acid, 18.6 g of sodium tungstatewere added and 173.3 g of 30% strength hydrogen peroxide solution wereadded dropwise while cooling. Stirring was continued for 2 days and wasfollowed by dilution with water. The precipitated solid was filtered offwith suction, washed with water and dried.

164 g (88% of theory) of 2-chloro-3-methyl-4-methylsulfonylacetophenoneof melting point 110-111° C. were obtained.

c. 82 g (0.33 mol) of 2-chloro-3-methyl-4-methylsulfonylacetophenonewere dissolved in 700 ml of dioxane, and 1 l of a 12.5% strength sodiumhypochlorite solution was added at room temperature. Stirring was thencarried out for 1 hour at 80° C. Cooling the mixture resulted in twophases, the lower of which was diluted with water and slightlyacidified. The precipitated solid was washed with water and dried.

60 g (73% of theory) of 2-chloro-3-methyl-4-methylsulfonylbenzoic acidof melting point 230-231° C. were obtained.

d. 100 g (0.4 mol) of 2-chloro-3-methyl-4-methylsulfonylbenzoic acidwere dissolved in 1 l of methanol and gassed with HCl for 5 hours at thereflux temperature. The mixture was then evaporated down.

88.5 g (84% of theory) of methyl2-chloro-3-methyl-4-methylsulfonylbenzoate of melting point 107-108° C.were obtained.

e. 82 g (0.31 mol) of methyl 2-chloro-3-methyl-4-methylsulfonylbenzoatewere dissolved in 2 l of tetrachloromethane, and 56 g (0.31 mol) ofN-bromosuccinimide were added a little at a time with exposure to light.The reaction mixture was filtered, the filtrate was evaporated down andthe residue was taken up in 200 ml of methyl tert-butyl ether. Petroleumether was added to the solution, and the precipitated solid was filteredoff with suction and dried.

74.5 g (70% of theory) of methyl3-bromomethyl-2-chloro-4-methylsulfonylbenzoate of melting point 74-75°C. were obtained.

f. 42.1 g (0.36 mol) of N-methylmorpholine N-oxide were added to asolution of 41 g (0.12 mol) of methyl3-bromomethyl-2-chloro-4-methylsulfonylbenzoate in 250 ml ofacetonitrile. The match was stirred for 12 hours at room temperature andthen evaporated down, and the residue was taken up in ethyl acetate. Thesolution was extracted with water, dried with sodium sulfate andevaporated down.

31.2 g (94% of theory) of methyl2-chloro-3-formyl-4-methylsulfonylbenzoate of melting point 98-105° C.were obtained.

2. Methyl2-chloro-4-methylsulfonyl-3-(trifluoromethylsulfonyl)oxybenzoate

a. 101 g (0.41 mol) of 2-chloro-3-hydroxy-4-methylsulfonylbenzoic acidwere dissolved in 1.3 l of methanol and gassed with HCl for 4 hoursunder reflux. The solution was evaporated down, the residue was taken upin dichloromethane and the resulting solution was extracted with K₂ CO₃solution. The aqueous phase was brought to a pH 7 with dilutehydrdochloric acid and washed with dichloromethane. It was thenacidified to pH 1 and the product was extracted with dichloromethane.

76.2 g (71% of theory) of methyl2-chloro-3-hydroxy-4-methylsulfonylbenzoate were obtained.

b. 89 g (0.32 mol) of trifluoromethanesulfonic anhydride were added at-20° C. to a solution of 76 g (0.29 mol) of methyl2-chloro-3-hydroxy-4-methylsulfonylbenzoate and 68 g of pyridine in 700ml of dichloromethane. The solution was stirred for 12 hours at roomtemperature, diluted with dichloromethane and extracted with water. Theorganic phase was dried over magnesium sulfate and evaporated down.

94 g (82% of theory) of methyl2-chloro-4-methylsulfonyl-3-(trifluoromethylsulfonyl)oxybenzoate ofmelting point 69° C. were obtained.

B) Preparation of the intermediates

1. Methyl 3-(3-isopropylisoxazol-5-yl)-4-methylsulfonylbenzoate

a. 10 g (102 mmol) of trimethylsilylacetylene and 180 mg of copper(I)iodide were added to 30 g (102 mmol) of methyl3-bromo-4-methylsulfonylbenzoate, 90 mg of palladium dichloride and 240mg of triphenylphosphine in 200 ml of diethylamine and 60 ml ofdimethylformamide, and the mixture was stirred for 4.5 hours at 40° C.Stirring was then continued for a further 12 hours at room temperature.The reaction mixture was filtered, the filtrate was evaporated down andthe residue was chromatographed over silica gel using toluene as themobile phase.

17.3 g (55% of theory) of methyl4-methylsulfonyl-3-(trimethylsilyl)ethynylbenzoate were obtained as anoil.

b. 25 g of methyl 4-methylsulfonyl-3-(trimethylsilyl)ethynylbenzoatewere stirred with 100 ml of methanol and 0.9 g of potassium carbonatefor 18 hours at room temperature. The solid was then filtered off withsuction and the filtrate was evaporated down and extracted with ethylacetate/water. The organic phase was dried over sodium sulfate andevaporated down.

15 g (79% of theory) of methyl 4-methylsulfonyl-3-ethynylbenzoate ofmelting point 95-98° C. were obtained.

c. 13.5 g (57 mmol) of methyl 4-methylsulfonyl-3-ethynylbenzoate weredissolved in 50 ml of dichloromethane, 5.2 g (60 mmol) ofisobutyraldehyde oxime were added and 41 g of a 12.5% strength sodiumhypochlorite solution were added dropwise. Stirring was then carried outfor 24 hours at room temperature. The reaction batch was then extractedwith dichloromethane/water, the organic phase was evaporated down andthe residue was chromatographed over silica gel using toluene/ethylacetate as the mobile phase.

8.8 g (48% of theory) of methyl3-(3-isopropylisoxazol-5-yl)-4-methylsulfonylbenzoate of melting point102-104° C. were obtained.

2. Methyl 2-chloro-3-(isoxazol-3-yl)-4-methylsulfonylbenzoate

a. 15 g (54 mmol) of methyl 2-chloro-3-formyl-4-methylsulfonylbenzoate(Example A.1.) and 4.2 g (60 mmol) of hydroxylamine hydrochloride werestirred with 300 ml of methanol, and a solution of 3.18 g (30 mmol) ofsodium carbonate in 80 ml of water was added dropwise. The reactionmixture was stirred overnight at room temperature, after which themethanol was distilled off and the batch was extracted with ether/water.The ether phase was dried with sodium sulfate and evaporated down.

14.4 g (91% of theory) of methyl2-chloro-3-hydroxyiminomethyl-4-methylsulfonylbenzoate of melting point126-128° C. were obtained.

b. 5.3 g (18 mmol) of methyl2-chloro-3-hydroxyiminomethyl-4-methylsulfonylbenzoate were dissolved in50 ml of dichloromethane, and acetylene was passed in at 0-5° C. for 30minutes. Thereafter, a pinch of sodium acetate was added and 15 ml of a10% strength sodium hypochlorite solution was added dropwise at 10° C.with further introduction of acetylene. After the end of the addition,acetylene was passed in at 10° C. for a further 15 minutes and stirringwas then carried out for 12 hours. Thereafter, the phases were separatedand the organic phase was washed with water, dried with sodium sulfateand evaporated down.

4.8 g (84% of theory) of methyl2-chloro-3-(isoxazol-3-yl)-4-methylsulfonylbenzoate of melting point145-147° C. were obtained.

3. Methyl 2-chloro-3-(thiazol-2-yl)-4-methylsulfonylbenzoate

33 g (88 mmol) of 2-(tributylstannyl)-thiazole, 17.5 g (44 mmol) ofmethyl 2-chloro-4-methylsulfonyl-3-(trifluoromethylsulfonyl)oxy-benzoate(Example A.2.), 5.8 g of lithium chloride, 1 g oftetrakis(triphenylphosphine)palladium (0), a pinch of2,6-di-tert-butyl-4-methylphenol and 200 ml of 1,4-dioxane were stirredin an autoclave for 3 hours at 140° C. under autogenous pressure. Aftercooling, the reaction mixture was filtered over a silica gel layer,washed with methyl tert-butyl ether and evaporated down. The residue waschromatographed over silica gel using toluene/ethyl acetate as themobile phase.

9.1 g (62.6% of theory) of methyl2-chloro-3-(thiazol-2-yl)-4-methylsulfonylbenzoate of melting point135-138° C. were obtained.

4. Methyl 2-chloro-3-(oxazol-5-yl)-4-methylsulfonylbenzoate

25 g (0.09 mol) of methyl 2-chloro-3-formyl-4-methylsulfonylbenzoate(Example A.1.), 17.6 g (0.09 mol) of tosylmethylene isocyanide and 6.2 g(0.045 mol) of finely powdered potassium carbonate were stirred underreflux for 5 hours with 450 ml of methanol. The solvent was thenstripped off, the residue was taken up in ethyl acetate and the solutionwas extracted with water. The ethyl acetate phase was dried with sodiumsulfate and evaporated down.

24.7 g (87% of theory) of methyl2-chloro-3-(oxazol-5-yl)-4-methylsulfonylbenzoate were obtained.

¹ H-NMR (CDCl₃)

δ: 8.24 (d, 1H), 8.15 (s, 1H), 8.01 (d, 1H), 7.40 (s,1 H), 4.0 (S, 3H),2.96 (s, 3H)

The intermediates shown in the Table below were obtained in a similarmanner:

                                      TABLE 9                                     __________________________________________________________________________                                         IIIa                                                                            #STR24##                                                                    Physical data                              No.  T        L      M   Z    m.p. [° C.]                            __________________________________________________________________________    9.1 Methoxy                                                                            --SO.sub.2 Me                                                                       C1 3-Furyl .sup.1 H-NMR(CDCl.sub.3) δ:                              8.24(d, 1H), 7.82(d, 1H),                                                     7.64(m, 2H), 6.55(s, 1H)                                                      3.99(s, 3H), 2.80(s, 3H)                                             9.2  Methoxy  --SO.sub.2 Me H   2-Thiazolyl   95-98                           9.3  Ethoxy  --SO.sub.2 Et Cl 2-Thiazolyl   .sup.1 H-NMR(CDCl.sub.3))                                 δ:                                                    8.18(d, 1H), 7.97(m, 2H),                                                     7.71(d, 1H), 4.47(q, 2H)                                                      3.36(q, 2H), 1.42(t, 3H),                                                     1.24(t, 3H)                                                             9.4  OH --SO.sub.2 CH.sub.3 Cl 2-Thiazoly1   288-290                          9.5  OH --SO.sub.2 CH.sub.3 Cl 2-Thienyl     177-180                          9.6  OH --SO.sub.2 CH.sub.3  CH.sub.3 2-Thienyl   175-178                     9.7  OH --SO.sub.2 CH.sub.3 CH.sub.3 2-Furyl       167-171                    9.8  Methoxy --SO.sub.2 CH.sub.3  CH.sub.3 2-Thienyl  91-95                   9.9  OH   --SO.sub.2 CH.sub.3 H   2-Furyl       219-223                       9.10 Methoxy  --SO.sub.2 CH.sub.3  CH.sub.3 2-Furyl    103-106                9.11 OH --SO.sub.2 CH.sub.3 H   2-Thienyl     222-224                         9.12 Methoxy --SO.sub.2 CH.sub.3 Cl 3-Isoxazolyl  .sup.1 H-NMR(CDCl.sub.                              3) δ:                                                 8.62(1H);                                                                     8.18(1H); 6.58(1H);                                                           3.98(3H; 3.22(3H)                                                       9.13 Methoxy  --SO.sub.2 CH.sub.3 Cl 5-Phenyl-     115-118                                  oxazol-2-yl                                                     9.14 Methoxy  --SO.sub.2 CH.sub.3 Cl  5-oxazolyl    .sup.1 H-NMR(CDCl.su                              b.3) δ:                                              8.76(1H); 8.22(1H);                                                           8.10(1H); 7.63(1H);                                                           4.04(3H); 3.08(3H)                                                       9.15 Methoxy --SO.sub.2 CH.sub.3 Cl 5-Cycloprop-  .sup.1 H-NMR(CDCl.sub.                              3) δ:                                                 yl-isoxa-     8.20(1H);                                                      zolyl  7.95(1H); 6.12(1H);                                                             3.98(3H); 3.22(3H);                                                        2.15(1H); 1.03-1.09                                                              (4H)                                                            9.16 Methoxy --SO.sub.2 CH.sub.3 Cl 4,5-Dihy-    .sup.1 H-NMR(CDCl.sub.3                              ) δ:                                                  droisoxa-    8.12(1H);                                                        zol-3-yl     7.98(1H); 4.60(1H);                                             3.98(3H); 3.42(2H);                                                           3.25(3H)                                                                 9.17 Methoxy --SO.sub.2 CH.sub.3 Cl 5-Methyl-1,  102-105                               2,4-oxadia-                                                           zol-3-yl                                                                     9.18 Methoxy --SO.sub.2 CH.sub.3 Cl 4,5-Dihydro- .sup.1 H-NMR(CDCl.sub.3                              ) δ:                                             oxazol-2-yl  8.08(1H);                                                        7.98(1H); 4.57(2H);                                                                  4.12(2H); 3.98(3H);                                                   9.19 OH  --SO.sub.2 CH.sub.3 Cl 3-Furyl      .sup.1 H-NMR(CDCl.sub.3)                                 δ:                                                       8.29(1H);                                                                  8.02(1H); 7.67(2H);                                                           6.59(1H); 2.83(3H);                                                     9.20 Methoxy --SO.sub.2 CH.sub.3 Cl 3-Thienyl    .sup.1 H-NMR(CDCl.sub.3                              ) δ:                                                  8.23(1H);                                                                     7.84(1H); 7.49(2H);                                                           7.13(1H); 3.98(3H);                                                           2.62(3H)                                                                9.21 OH --SO.sub.2 CH.sub.3 H   3-Furyl      200-202                          9.22 OH --SO.sub.2 CH.sub.3 Cl 5-Methyl-4-  200-204                              phenyl-                                                                      thiazol-2-yl                                                              __________________________________________________________________________

C) Preparation of the end products

1.2-[3-(3-Isopropylisoxazol-5-yl)-4-methylsulfonylbenzoyl]-cylohexane-1,3-dione(Example No. 1.1232)

a. 8 g (25 mmol) of methyl3-(3-isopropylisoxazol-5-yl)-4-methylsulfonylbenzoate (Example B.1.)were dissolved in 50 ml of methanol, and 1.5 g (37 mmol) of NaOH wereadded. The solution was stirred for 12 hours at room temperature.Thereafter, the reaction mixture was evaporated down and the residue wastaken up in water and the solution was acidified with hydrochloric acid.After prolonged stirring, pale yellow crystals formed. The solid wasfiltered off with suction and dried.

6.6 g (86% of theory) of3-(3-isopropylisoxazol-5-yl)-4-methylsulfonylbenzoic acid of meltingpoint 176-178° C. were obtained.

b. 6 g (19 mmol) of 3-(3-isopropylisoxazol-5-yl)-4-methylsulfonylbenzoicacid were dissolved in 60 ml or toluene, one drop of dimethylformamidewas added and 3.2 g (27 mmol) of thionyl chloride were introduced. Afterrefluxing for 4 hours, the reaction mixture was evaporated down.

6.3 g (99% of theory) of3-(3-isopropylisoxazol-5-yl)-4-methylsulfonylbenzoyl chloride of meltingpoint 102-105° C. were obtained.

c. 0.56 g (5.5 mmol) of triethylamine was added to a suspension of 0.5 g(4.6 mmol) of cyclohexane-1,3-dione in 30 ml of dichloromethane, and asolution of 1.5 g (4.6 mmol) of3-(3-isopropylisoxazol-5-yl)-4-methylsulfonylbenzoyl chloride in 20 mlof dichloromethane was then added dropwise at 25° C. Stirring was thencarried out for 12 hours at 40° C. After cooling, the mixture wasdiluted with water and the dichloromethane phase was separated off,dried over magnesium sulfate and evaporated down. The remaining residuewas dissolved in 30 ml of acetonitrile, 2.8 g of triethylamine and then0.15 g of acetonecyanohydrin were added and stirring was carried out for12 hours at room temperature. Thereafter, the reaction batch wasevaporated down, and the residue was taken up in ethyl acetate and thesolution was extracted with dilute hydrochloric acid. After being washedtwice with water, the organic phase was extracted with 5% strengthpotassium carbonate solution. The aqueous phase was brought to pH 6 andreextracted with ethyl acetate. Drying and evaporating down gave 0.51 g(28% of theory) of2-[3-(3-isopropylisoxazol-5-yl)-4-methylsulfonylbenzoyl]cylohexane-1,3-dioneof melting point 95-98° C.

The compounds shown in the Tables below were obtained in a similarmanner:

                                      TABLE 10                                    __________________________________________________________________________                                               Id                                                                              #STR25##                         No.                                                                              R.sup.3                                                                             R.sup.4                                                                           R.sup.5                                                                         L     M   Z              Mp. [° C.]                     __________________________________________________________________________    10.1                                                                             H     H   H --SO.sub.2 Me                                                                       H   3-Isopropylisoxazol-5yl                                                                      95-98                                   10.2      Methyl  Methyl   H    --SO.sub.2 Et Cl   2-Thiazolyl                                                      103-105                                 10.3    H  H   H    --SO.sub.2 Et Cl   2-Thiazolyl    112-115                 10.4  H  H H  --SO.sub.2 Me Cl 2-Thiazolyl  177                               10.5  H  H H  --SO.sub.2 Me Cl 3-Isoxazolyl    86-98                          10.11   Methyl  H H  --SO.sub.2 Me Cl 3-Isoxazolyl    186                     10.12   H  H H  --SO.sub.2 Me Cl 5-oxazolyl   89-91                           10.13   Methyl  H H  --SO.sub.2 Me Cl 5-oxazolyl   95-96                      10.14   Methyl  Methyl H  --SO.sub.2 Me Cl 5-oxazolyl   101-106                                                      10.15   CH.sub.3   CH.sub.3 H                                                --SO.sub.2 CH.sub.3   Cl 2-Thiazol                                            yl  172                                 10.16   CH.sub.3   H H  --SO.sub.2 CH.sub.3   Cl 2-Thiazolyl  180                                                    10.17   (Dimeth-   H H  --SO.sub.                                            2 CH.sub.3   Cl 2-Thiazolyl                                                   84-86                                     oxy)-methyl                                                                 10.18   H  H H --SO.sub.2 CH.sub.3   Cl 2-Thienyl  110                        10.19   CH.sub.3   CH.sub.3 H --SO.sub.2 CH.sub.3   Cl 2-Thienyl  104                                                10.20   CH.sub.3   CH.sub.3 H                                                --SO.sub.2 CH.sub.3   H   2-Furyl                                                79-82                                10.21   CH.sub.3   CH.sub.3 H --SO.sub.2 CH.sub.3   CH.sub.3 2-Thienyl                                              77-80                                   10.22   CH.sub.3   CH.sub.3 H --SO.sub.2 CH.sub.3   CH.sub.3 2-Furyl                                                75-79                                   10.23   CH.sub.3   CH.sub.3 H --SO.sub.2 CH.sub.3   Cl 4-Methylthiazol-2                                            -yl   110                               10.24   CH.sub.3   CH.sub.3 H --SO.sub.2 CH.sub.3   Cl 5-Chloro-4-methyl                                            thiazol-2-yl 102-104                    10.25   CH.sub.3   CH.sub.3 H --SO.sub.2 CH.sub.3   Cl 3-Isoxazolyl                                                 102-105                                 10.26   H  H H --SO.sub.2 CH.sub.3   Cl 4,5-Dihydroisoxazol-3-yl  230                                                10.27   H  H H --SO.sub.2                                                    CH.sub.3   Cl 5-Cyclopropylisoxazo                                            l-3-yl  175-180                         10.28   CH.sub.3   H H --SO.sub.2 CH.sub.3   Cl 5#Cyc1opropy1isoxazo1-3-                                            y1  162-172                             10.29   CH.sub.3   H H --SO.sub.2 CH.sub.3   Cl 4,5-Dihydroisoxazol-3-yl                                              204-205                               10.30   CH.sub.3   CH.sub.3 H --SO.sub.2 CH.sub.3   Cl 4,5-Dihydroisoxaz                                            ol-3-yl  115-120                        10.31   CH.sub.3   CH.sub.3 H --SO.sub.2 CH.sub.3   Cl 5-Cyclopropylisox                                            azol-3-yl  100-110                      10.32   Isopropyl  H H --SO.sub.2 CH.sub.3   Cl 3-Isoxazolyl    127-130       10.33   Isopropyl  H H --SO.sub.2 CH.sub.3   Cl 4,5-Dihydroisoxazol-3-yl                                              178-180                               10.34   H  H H --SO.sub.2 CH.sub.3   H   2-Furyl    65-68                     10.35 CH.sub.3   CH.sub.3 H --SO.sub.2 CH.sub.3   H   2-Thienyl  81-84                                               10.36   H  H H --SO.sub.2                                                    CH.sub.3   H   2-Thienyl  157-161       10.37   CH.sub.3   CH.sub.3 H --SO.sub.2 CH.sub.3   Cl 3-Furyl                                                      149-153                                 10.38   CH.sub.3   CH.sub.3 H --SO.sub.2 CH.sub.3   Cl 3-Thienyl  73-77       10.39 CH.sub.3 CH.sub.3 H --SO.sub.2 CH.sub.3 H 3-Furyl 100-104                                                      10.40 H  H H  --SO.sub.2                                                     CH.sub.3   H   3-Furyl   64-68                                                 10.41 CH.sub.3  CH.sub.3 H                                                   --SO.sub.2 CH.sub.3   Cl 5-Methyl-                                            4-phenylthiazo1-2-yl 173              __________________________________________________________________________

                                      TABLE 11                                    __________________________________________________________________________                                              Ii                                                                              #STR26##                             -                                                                          No. R.sup.1                                                                           R.sup.2                                                                           A      L     M  Z          Mp. [°C.]                       __________________________________________________________________________    11.1                                                                              CH.sub.3                                                                          CH.sub.3                                                                          CH═CH                                                                            --SO.sub.2 CH.sub.3                                                                 Cl 2-Thiazolyl                                                                              82                                       11.2 CH.sub.3 CH.sub.3 CH.sub.2 --CH.sub.2 --SO.sub.2 CH.sub.3 Cl                                                  2-Thiazolyl 254-256                      11.3 CH.sub.3 CH.sub.3 CH.sub.2 --CH.sub.2 --SO.sub.2 CH.sub.3 Cl                                                  4,5-Dihydroxazol-3-yl 161-163                                                  11.4 CH.sub.3 CH.sub.3 CH.sub.2                                              --CH.sub.2 --SO.sub.2 CH.sub.3 Cl                                             3-Isoxazolyl 125-130                   __________________________________________________________________________

We claim:
 1. A benzoyl derivative of the formula I ##STR27## where L andM are each hydrogen, C₁ -C₆ -alkyl, C₂ -C₆ -alkenyl, C₂ -C₆ -alkynyl orC₁ -C₄ -alkoxy, where these groups may be unsubstituted or substitutedby one to five halogen atoms or C₁ -C₄ -alkoxy, or are each halogen,cyano, nitro, a group --(Y)_(n) --S(O)_(m) R⁷ or a group --(Y)_(n)--CO--R⁸,Z is a 5-membered or 6-membered heterocyclic, saturated orunsaturated radical containing one to three hetero atoms selected fromthe group consisting of oxygen, sulfur and nitrogen, which isunsubstituted or substituted by halogen, cyano, nitro, a group --CO--R⁸,C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl, C₃ -C₈ -cycloalkyl, C₁ -C₄ -alkoxy, C₁-C₄ -haloalkoxy, C₁ -C₄ -alkylthio, C₁ -C₄ -haloalkylthio, di-C₁ -C₄-alkylamino or phenyl, which may be unsubstituted or substituted byhalogen, cyano, nitro, C₁ -C₄ -alkyl or C₁ -C₄ -haloalkyl or by an oxogroup which may also be present in tautomeric form as a hydroxyl group,or the heterocyclic radical may form a bicyclic system with a fused-onphenyl ring which is unsubstituted or substituted by halogen, cyano,nitro, C₁ -C₄ -alkyl or C₁ -C₄ -haloalkyl, a fused-on carbocyclicstructure or a fused-on second heterocyclic structure which isunsubstituted or substituted by halogen, cyano, nitro, C₁ -C₄ -alkyl,di-C₁ -C₄ -alkylamino, C₁ -C₄ -alkoxy, C₁ -C₄ -haloalkoxy or C₁ -C₄-haloalkyl, Y is O or NR⁹, n is zero or one, m is zero, one or two, R⁷is C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl oder NR⁹ R¹⁰, R⁸ is C₁ -C₄ -alkyl,C₁ -C₄ -haloalkyl, C₁ -C₄ -alkoxy, or NR⁹ R¹⁰, R⁹ is hydrogen or C₁ -C₄-alkyl, R¹⁰ is C₁ -C₄ -alkyl, Q is a cyclohexane-1,3-dione ring bondedin the 2-position and of the formula II, ##STR28## where R¹, R², R⁴ andR⁶ are each hydrogen or C₁ -C₄ -alkyl, R⁵ is hydrogen, C₁ -C₄ -alkyl ora group --COOR¹⁰ and R³ is hydrogen, C₁ -C₄ -alkyl or C₃ -C₆-cycloalkyl, where these groups may carry from one to three of thefollowing substituents: halogen, C₁ -C₄ -alkylthio and C₁ -C₄ -alkoxy,orR³ is tetrahydropyran-3-yl, tetrahydropyran-4-yl ortetrahydrothiopyran-3-ylor R³ and R⁵ together form a bond or athree-membered to six-membered carbocyclic ring,and conventionalagricultural salts of the compound I.
 2. A benzoyl derivative of theformula Ia as claimed in claim 1 ##STR29## where L is C₁ -C₆ -alkyl, C₂-C₆ -alkenyl, C₂ -C₆ -alkynyl, C₁ -C₄ -alkoxy, C₁ -C₄ -alkylthio, C₁ -C₄-haloalkyl, C₁ -C₄ -haloalkoxy, C₁ -C₄ -haloalkylthio, C₁ -C₄-alkylsulfonyl, halogen, nitro or cyano, M is hydrogen, C₁ -C₆ -alkyl,C₂ -C₆ -alkenyl, C₂ -C₆ -alkynyl, C₁ -C₄ -alkoxy, C₁ -C₄ -alkylthio, C₁-C₄ -haloalkyl, C₁ -C₄ -haloalkoxy, C₁ -C₄ -haloalkylthio, C₁ -C₄-alkylsulfonyl, halogen, nitro or cyano and Q and Z have the meaningsstated in claim
 1. 3. A benzoyl derivative of the formula Ib as claimedin claim 1 ##STR30## where L and M are each C₁ -C₆ -alkyl, C₂ -C₆-alkenyl, C₂ -C₆ -alkynyl, C₁ -C₄ -alkoxy, C₁ -C₄ -alkylthio, C₁ -C₄-haloalkyl, C₁ -C₄ -haloalkoxy, C₁ -C₄ -haloalkylthio, C₁ -C₄-alkylsulfonyl, halogen, nitro or cyano and Q and Z have the meaningsstated in claim
 1. 4. A benzoyl derivative of the formula I as claimedin claim 1, where L and M are each hydrogen, methyl, methoxy,methylthio, chlorine, cyano, methylsulfonyl, nitro or trifluoromethyl.5. A benzoyl derivative of the formula I as claimed in claim 1, where Zis a 5-membered or 6-membered heteroaromatic structure containing from 1to 3 hetero atoms selected from the group consisting of oxygen, sulfurand nitrogen, which is unsubstituted or substituted by halogen, cyano,nitro, C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl, C₃ -C₈ -cycloalkyl, C₁ -C₄-alkoxy, C₁ -C₄ -haloalkoxy, C₁ -C₄ -alkylthio, C₁ -C₄ -haloalkylthio,di-C₁ -C₄ -alkylamino or phenyl which may be unsubstituted orsubstituted by halogen-, cyano-, nitro-, C₁ -C₄ -alkyl- or C₁ -C₄-haloalkyl, or is a benzofused heteroaromatic structure having a5-membered or 6-membered ring which is unsubstituted or substituted byhalogen, cyano, nitro, C₁ -C₄ -alkyl or C₁ -C₄ -haloalkyl.
 6. A benzoylderivative of the formula I as claimed in claim 1, where Z is aheterocycle bonded via nitrogen selected from the group consisting of1-pyrrolidinyl, 2,3-dihydropyrazol-1-yl, 2,3-dihydropyrazol-2-yl or4,5-dihydropyrazol-1-yl, which is unsubstituted or substituted byhalogen, cyano, nitro, a group --CO--R⁸, C₁ -C₄ -alkyl, C₁ -C₄-haloalkyl, C₃ -C₈ -cycloalkyl, C₁ -C₄ -alkoxy, C₁ -C₄ -haloalkoxy, C₁-C₄ -alkylthio, C₁ -C₄ -haloalkylthio, di-C₁ -C₄ -alkylamino or phenyl,which may be unsubstituted or substituted by halogen, cyano, nitro, C₁-C₄ -alkyl or C₁ -C₄ -haloalkyl or by an oxo group which may also bepresent in tautomeric form as a hydroxyl group, or the heterocyclicradical may form a bicyclic system with a fused-on phenyl ring which isunsubstituted or substituted by halogen, cyano, nitro, C₁ -C₄ -alkyl orC₁ -C₄ -haloalkyl, a fused-on carbocyclic structure or a fused-on secondheterocyclic structure which is unsubstituted or substituted by halogen,cyano, nitro, C₁ -C₄ -alkyl, di-C₁ -C₄ -alkylamino, C₁ -C₄ -alkoxy, C₁-C₄ -haloalkoxy or C₁ -C₄ -haloalkyl.
 7. A compound of the formula##STR31## where R³ and R⁴ are each selected from the group consisting ofH and methyl; R⁵ is H; L is selected from the group consisting of SO₂CH₃, NO₂ and Cl; M is selected from the group consisting of H, Cl, CH₃and CN; and Z is selected from the group consisting of 1-Pyrrolyl,1,2,4-Triazol-1-yl and 3,5-Dimethyl-pyrazol-1-yl.
 8. A process for thepreparation of a compound of the formula I as claimed in claim 1,wherein the particular starting material of the formula II ##STR32## isacylated with a benzoic acid derivative of the formula III ##STR33##where T is halogen and L, M and Z have the meanings stated in claim 1,and the acylation product is subjected to a rearrangement reaction inthe presence of a catalyst to give compound of formula I.
 9. A herbicidecontaining at least one benzoyl derivative of the formula I as claimedin claim 1 and conventional inert additives.
 10. A method forcontrolling undesirable plant growth, wherein a herbicidal amount of abenzoyl derivative of the formula I as claimed in claim 1 is allowed toact on the plants or on their habitat.